- One-Pot Deoxygenation and Substitution of Alcohols Mediated by Sulfuryl Fluoride
-
Sulfuryl fluoride is a valuable reagent for the one-pot activation and derivatization of aliphatic alcohols, but the highly reactive alkyl fluorosulfate intermediates limit both the types of reactions that can be accessed as well as the scope. Herein, we report the SO2F2-mediated alcohol substitution and deoxygenation method that relies on the conversion of fluorosulfates to alkyl halide intermediates. This strategy allows the expansion of SO2F2-mediated one-pot processes to include radical reactions, where the alkyl halides can also be exploited in the one-pot deoxygenation of primary alcohols under mild conditions (52-95% yield). This strategy can also enhance the scope of substitutions to nucleophiles that are previously incompatible with one-pot SO2F2-mediated alcohol activation and enables substitution of primary and secondary alcohols in 54-95% yield. Chiral secondary alcohols undergo a highly stereospecific (90-98% ee) double nucleophilic displacement with an overall retention of configuration.
- Epifanov, Maxim,Mo, Jia Yi,Dubois, Rudy,Yu, Hao,Sammis, Glenn M.
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p. 3768 - 3777
(2021/03/01)
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- Deoxygenation of tertiary and secondary alcohols with sodium borohydride, trimethylsilyl chloride, and potassium iodide in acetonitrile
-
The deoxygenation of tertiary and secondary alcohols to give the corresponding alkanes is conventionally performed using an organosilane and a strong acid. In this study, a deoxygenation method was developed for tertiary and secondary alcohols, using trimethylsilane and trimethylsilyl iodide generated in situ from sodium borohydride and trimethylsilyl chloride, and trimethylsilyl chloride and potassium iodide, respectively. With our method, tertiary and secondary alcohols, which provided stable carbocations, were converted into the corresponding alkanes. This paper also presents the optimization of the reaction conditions, the reaction mechanism, as well as the scope and limitations of the method.
- Kato, Yuichi,Inoue, Tomoka,Furuyama, Yuuki,Ohgane, Kenji,Sadaie, Mahito,Kuramochi, Kouji
-
supporting information
(2021/11/16)
-
- Iminophosphorane-mediated regioselective umpolung alkylation reaction of α-iminoesters
-
Umpolung reactions of imines, especially the asymmetric reactions, have been extensively studied as they provide access to important chiral amines in an efficient manner. The reactions studied range from simple Michael reactions to several kinds of other reactions such as the aza-benzoin reaction, aza-Stetter reaction, addition with MBH carbonate, and Ir-catalysed allylation. Herein, we report the first umpolung alkylation reaction of α-iminoesters with alkyl halides mediated by iminophosphorane as an organic superbase. The desired products were obtained in up to 82% yield with almost perfect regioselectivities. The key to the regioselectivity of this reaction was the use of 4-trifluoromethyl benzyl imines as a substrate. The products were successfully derivatised into the more functionalised molecules in good yields.
- Kukita, Mayu,Mino, Takashi,Omori, Kazuki,Sakamoto, Masami,Yoshida, Yasushi
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p. 4551 - 4564
(2021/05/31)
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- Cuprous complex containing diphospho-ortho-carborane ligand as well as preparation method and application thereof (by machine translation)
-
The method comprises the following steps, adding :1) solution to the ortho-carborane solution n - BuLi, reacting, at room temperature for 30 - 60min;2), adding, and reacting 1 - 3h;3) with high yield CuI, of the monovalent copper complex to react alcohol and iodide to synthesize the iodo-hydrocarbon 3 - 6h, and synthesizing the iodo-hydrocarbon; through post-treatment at room temperature for synthesizing the iodo-copper complex, by the following steps: reacting the alcohol with the iodide at room temperature and carrying out post-treatment to obtain the monovalent copper complex . The preparation method comprises the following steps: catalyzing alcohol and iodide to react with the iodide, to synthesize the iodo- hydrocarbyl complex; and the method comprises the following steps: catalyzing alcohol and iodide to react. (by machine translation)
- -
-
Paragraph 0047-0049; 0052-0056
(2020/05/02)
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- Method for efficiently preparing benzyl iodide and derivatives thereof
-
The invention discloses a method for efficiently preparing benzyl iodide and derivatives thereof. The benzyl iodide and the derivatives thereof are prepared by using a benzaldehyde compound as the initial raw material through complex reaction, main reaction and post-reaction. The method specifically includes: placing rhodium and phosphine ligand into a reaction container, adding an organic solvent, stirring for complexing to obtain a reaction system a, adding iodine, stirring under room temperature, adding the initial material benzaldehyde compound to continuously perform stirring reaction toobtain reaction liquid b, transferring into a high-pressure reaction kettle, performing gas replacement, filling hydrogen, keeping positive pressure, performing reaction under room temperature for 4-48 hours to obtain reaction liquid c, and performing vacuum concentration and column chromatography purification to obtain the target benzyl iodide and the derivatives thereof. The method is cheap in used substrate, simple to operate, good in reaction operation safety, environmentally friendly, high in yield, high in the purity of the benzyl iodide and the derivatives thereof, easy to achieve large-scale production and capable of achieving industrial production to satisfy social medical requirements.
- -
-
Paragraph 0035-0037
(2020/07/12)
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- Continuous Flow Preparation of (Hetero)benzylic Lithiums via Iodine-Lithium Exchange Reaction under Barbier Conditions
-
Herein we report the generation of benzylic lithiums via an iodine-lithium exchange reaction on benzylic iodides performed in continuous flow using tBuLi as the exchange reagent. The resulting benzylic lithium species are trapped in situ by carbonyl electrophiles under Barbier conditions, resulting in benzylic secondary and tertiary alcohols. This flow procedure further allows the generation of highly reactive heterobenzylic lithium compounds, which are difficult to generate under batch conditions. A general scale-up was possible without further optimization.
- Weidmann, Niels,Harenberg, Johannes H.,Knochel, Paul
-
supporting information
p. 5895 - 5899
(2020/08/12)
-
- New convergent one pot synthesis of amino benzyl ethers bearing a nitrogen-containing bicycle
-
We report herein a new convergent one pot method for the synthesis of amino benzyl ethers containing a bicyclic amine, derived from different substituted benzyl alcohols and bicyclic amino alcohols such as tropine, pseudotropine, and 3-quinuclidinol, using chlorotrimethylsilane and sodium iodide. In order to avoid the competitive reaction with the nitrogen atom, a solution of the separately prepared alkoxide of tropine, pseudotropine, and 3-quinuclidinol was added to the preformed substituted benzyl iodides and allowed to reflux at 90 °C for 15 h under nitrogen atmosphere. This method provides an efficient alternative of the preparation of amino benzyl ethers in organic synthesis with good yields in comparison with existed methods.
- López, Jhon J.,Pérez, Edwin G.
-
p. 715 - 723
(2019/02/19)
-
- Rhodium-Catalyzed Generation of Anhydrous Hydrogen Iodide: An Effective Method for the Preparation of Iodoalkanes
-
The preparation of anhydrous hydrogen iodide directly from molecular hydrogen and iodine using a rhodium catalyst is reported for the first time. The anhydrous hydrogen iodide generated was proven to be highly active in the transformations of alkenes, phenyl aldehydes, alcohols, and cyclic ethers to the corresponding iodoalkanes. Therefore, the present methodology not only has provided convenient access to anhydrous hydrogen iodide but also offers a practical preparation method for various iodoalkanes in excellent atom economy.
- Zeng, Chaoyuan,Shen, Guoli,Yang, Fan,Chen, Jingchao,Zhang, Xuexin,Gu, Cuiping,Zhou, Yongyun,Fan, Baomin
-
supporting information
p. 6859 - 6862
(2018/10/25)
-
- PHOSPHONIUM COMPOUND AND PRODUCTION METHOD THEREFOR
-
The present invention provides a phosphonium compound of formula (II). Also provided is a method for producing a quaternary phosphonium compound labeled with a positron emitting radionuclide, the method comprising the step of reacting an electrophile of f
- -
-
Paragraph 0221-0222
(2018/02/28)
-
- ERBB INHIBITORS AND USES THEREOF
-
Described herein, inter alia, are compositions of ErbB modulators and methods of using the same.
- -
-
Page/Page column 390
(2017/11/15)
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- A mild and highly chemoselective iodination of alcohol using polymer supported DMAP
-
The synthesis of organic compounds using polymer supported catalysts and reagents, where the required product is always in solution, has been of great interest in recent years, both in industries and academia especially in pharmaceutical research. Here, a simple and efficient method for conversion of alcohols into their iodides in high yield using polymer supported 4-(Dimethylamino)pyridine (DMAP) is described. Polymer supported DMAP is used in catalytic amount and is recovered and reused several times. Additionally, this method is highly chemoselective. [Figure not available: see fulltext.]
- Das, Diparjun,H Anal, Jasha Momo,Rokhum, Lalthazuala
-
p. 1695 - 1701
(2017/03/08)
-
- An efficient and selective method for the iodination and bromination of alcohols under mild conditions
-
A straightforward and effective procedure for the conversion of a variety of alcohols into the corresponding alkyl iodides and bromides is described using KX/P2O5 (X = I, Br). The reactions were easily carried out in acetonitrile under mild conditions. Using this method, the selective conversion of benzylic alcohols in the presence of aliphatic alcohols was achieved.
- Khazdooz, Leila,Zarei, Amin,Aghaei, Hamidreza,Azizi, Ghobad,Gheisari, Mohammad Mehdi
-
p. 168 - 171
(2015/12/30)
-
- Application of "click" chemistry in solid phase synthesis of alkyl halides
-
A convenient and highly selective microwave assisted procedure for the conversion of allylic, benzylic and aliphatic alcohols to their corresponding halides using polymer-bound triphenylphosphine and iodine is presented. In case of symmetrical diols, mono-iodination product is obtained in very high yield. Additionally, highly regioselective behavior is observed in our procedure. Simplicity in operation, no column chromatography required for the purification of the products, recyclability of the reagents used, short reaction times and good to excellent yields are the advantages of our protocol. Most functional groups remain unaffected under our reaction condition.
- Das, Diparjun,Chanda, Tridib,Rokhum, Lalthazuala
-
p. 775 - 783
(2016/01/20)
-
- Ionic liquid-induced conversion of methoxymethyl-protected alcohols into nitriles and iodides using [Hmim][NO3]
-
This Letter reports a one-pot efficient conversion of methoxymethyl-ethers into their corresponding nitriles and iodides using the ionic liquid, 1-methyl-3H-imidazolium nitrate ([Hmim][NO3]) under microwave irradiation. A variety of products were prepared in high yields using this method.
- Noei, Jalil,Mirjafari, Arsalan
-
supporting information
p. 4424 - 4426
(2014/08/05)
-
- Manganese(III)-mediated selective diphenylphosphinoyl radical reaction of 1,4-diaryl-1-butynes for the synthesis of 2-phosphinoylated 3,4- dihydronaphathalenes
-
A diphenylphosphinoyl radical-initiated sequential reaction of 1,4-diaryl-1-butynes and analogues is developed for the synthesis of 2-phosphinoylated 3,4-dihydronaphathalenes and related compounds.
- Li, Da-Peng,Pan, Xiang-Qiang,An, Li-Tao,Zou, Jian-Ping,Zhang, Wei
-
p. 1850 - 1855
(2014/03/21)
-
- Asymmetric anti-aldol addition of achiral ketones via chiral N-amino cyclic carbamate hydrazones
-
The asymmetric anti-aldol addition of ketone-derived donors and aldehyde acceptors is described. Asymmetric induction is achieved through the use of chiral N-amino cyclic carbamate (ACC) auxiliaries. The transformation exhibits essentially perfect anti-diastereoselectivity and enantioselectivity, and has the unusual feature of proceeding via thermodynamic, rather than kinetic control.
- Knight, John D.,Coltart, Don M.
-
supporting information
p. 7495 - 7497
(2013/08/23)
-
- Highly enantioselective copper-catalyzed alkylation of β-ketoesters and subsequent cyclization to spirolactones/bi-spirolactones
-
Cu-catalyzed enantioselective alkylation of β-ketoesters using alcohols for in situ preparation of alkylating reagents is reported. A number of functionalized β-ketoesters containing a quaternary carbon stereocenter are obtained with up to 99% ee. The alkylation products derived from 2-substituted allylic alcohols or their corresponding iodides can then be converted to spirolactones, bi-spirolactones, and related chiral target products.
- Deng, Qing-Hai,Wadepohl, Hubert,Gade, Lutz H.
-
supporting information; experimental part
p. 2946 - 2949
(2012/03/26)
-
- Efficient organic transformations mediated by ZrOCl28H 2O in Water
-
Operationally simple and environmentally benign methods for some organic transformations comprising reductive coupling of sulfonyl chlorides, chemoselective deoxygenation of sulfoxides, and halogenation of alcohols mediated by ZrOCl28H2O/MX in water have been developed.
- Jafarpour, Maasoumeh,Rezaeifard, Abdolreza,Heidari, Mahdieh
-
experimental part
p. 1470 - 1482
(2011/10/05)
-
- Efficient and selective iodination of benzylic alcohols using NaI/bronsted ionic liquid system at room temperature
-
A simple, chemoselective, and effective procedure for the conversion of benzylic and allylic alcohols into corresponding iodides using NaI in the presence of a catalytic amount of 3-methylimidazolium hydrogensulfate ([Hmim]+[image omitted]) at room temperature is reported.
- Hajipour, Abdol R.,Rafiee, Fatemeh,Ruoho, Arnold
-
experimental part
p. 603 - 611
(2011/04/15)
-
- Microwave-promoted, one-pot conversion of alkoxymethylated protected alcohols into their corresponding nitriles, bromides, and iodides using [bmim][InCl4] as a green catalyst
-
The Lewis acid room temperature ionic liquid, [bmim][InCl4], was found to be an efficient and green catalyst for the highly chemoselective and one-pot conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides, and iodides under microwave irradiation. The procedures are simple, rapid, and high yielding. The catalyst exhibited a remarkable reactivity and is reusable.
- Mirjafari, Arsalan,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Khosropour, Ahmad Reza
-
supporting information; experimental part
p. 3274 - 3276
(2010/07/18)
-
- Iodination of alcohols over Keggin-type heteropoly compounds: A simple, selective and expedient method for the synthesis of alkyl iodides
-
Different catalysts derived from Keggin-type heteropoly compounds were prepared and their catalytic activities have been compared in the iodination of benzyl alcohol with KI under mild reaction conditions. A high catalytic activity was found over tungstophosphoric acid supported on silica and titania. The effect of catalyst loading, iodine source and the nature of substituents on the aromatic ring of benzyl alcohol were investigated. Finally, several competitive reactions were studied between structurally diverse alcohols. This protocol provides a mild and expedient way for the conversion of various alcohols to their corresponding alkyl iodides with high selectivity.
- Rafiee, Ezzat,Mahdavia, Houri,Joshaghani, Mohammad
-
experimental part
p. 135 - 140
(2011/06/09)
-
- Iodination of alcohols under microwave irradiation using KI in the presence of a catalytic amount of ionic liquid triethylamoniom hydrogensulfate([Et 3NH]+HSO4-)
-
The iodination of alcohols with KI in the presence of a catalytic amount of triethylamoniom hydrogensulfate ([Et3NH]+HSO 4-) as a novel and inexpensive ionic liquid under microwave irradiation has been investigated. Copyright Taylor & Francis Group, LLC.
- Hajipour, Abdol R.,Azizi, Ghobad,Ruoho, Arnold E.
-
experimental part
p. 242 - 250
(2009/04/07)
-
- Synthesis of alkyl iodides/nitriles from carbonyl compounds using novel ruthenium tris(2,2,6,6-tetramethyl-3,5-heptanedionate) as catalyst
-
Aldehydes and ketones were hydrogenated to the corresponding alcohols, which were then transformed in situ into their respective iodides and nitriles in good yields. A structurally well-defined O-containing transition metal complex, Ru (TMHD)3, was found to be the active catalyst for hydrogenation, iodination and cyanation reactions. It has high affinity for the transformation of benzylic alcohols to iodides and nitriles.
- Bhor, Malhari D.,Panda, Anil G.,Nandurkar, Nitin S.,Bhanage, Bhalchandra M.
-
body text
p. 6475 - 6479
(2009/04/06)
-
- Synthetic studies toward Mycobacterium tuberculosis sulfolipid-I
-
(Chemical Equation Presented) Sulfolipid-I (SL-I) is an abundant metabolite found in the cell wall of Mycobacterium tuberculosis that is comprised of a trehalose 2-sulfate core modified with four fatty acyl substituents. The correlation of its abundance with the virulence of clinical isolates suggests a role for SL-I in pathogenesis, although its biological functions remain unknown. Here we describe the synthesis of a SL-I analogue bearing unnatural lipid substituents. A key feature of the synthesis was application of an intramolecular aglycon delivery reaction to join two differentially protected glucose monomers, one prepared with a novel α-selective glycosylation. The route developed for the model compound can be readily extended to the synthesis of native SL-I as well as additional analogues for use in the investigation of SL-I's functions.
- Leigh, Clifton D.,Bertozzi, Carolyn R.
-
p. 1008 - 1017
(2008/09/18)
-
- Establishment of heterolytic and homolytic Y-NO2 bond dissociation energy scales of nitro-containing compounds in acetonitrile: Chemical origin of NO2 release and capture
-
(Chemical Equation Presented) The first heterolytic and homolytic N(O)-NO2 bond dissociation energy scales of three types Y-nitro (Y = N, O) compounds and corresponding radical anions in acetonitrile were established by using titration calorimetry combined with relevant electrochemical data through proper thermodynamic cycles.
- Li, Xin,Zhu, Xiao-Qing,Zhang, Fan,Wang, Xiao-Xiao,Cheng, Jin-Pei
-
p. 2428 - 2431
(2008/09/20)
-
- An expedient stereoselective synthesis of (Z)- and (E)-allyl iodides from Baylis-Hillman adducts along with selective iodination of benzylic alcohols using the polymethylhydrosiloxane-iodine system
-
A stereoselective method has been developed for the synthesis of (Z)- and (E)-allyl iodides from Baylis-Hillman adducts using polymethylhydrosiloxane (PMHS) and iodine in chloroform at room temperature. In addition, the reagent system has been utilized for the iodination of benzylic alcohols selectively.
- Das, Biswanath,Holla, Harish,Srinivas, Yallamalla,Chowdhury, Nikhil,Bandgar
-
p. 3201 - 3204
(2007/10/03)
-
- 4-Aminophenyldiphenylphosphinite (APDPP), a new heterogeneous and acid scavenger phosphinite - Conversion of alcohols, trimethylsilyl, and tetrahydropyranyl ethers to alkyl halides with halogens or N-halosuccinimides
-
A new heterogeneous phosphinite, 4-aminophenyldiphenylphosphinite (APDPP), is prepared and used for the efficient conversion of alcohols, trimethylsilyl ethers, and tetrahydropyranyl ethers to their corresponding bromides, iodides, and chlorides in the presence of molecular halogens or N-halosuccinimides. The amino group in this phosphinite acts as an acid scavenger and removes the produced acid. A simple filtration easily removes the phosphinate by-product.
- Iranpoor, Nasser,Firouzabadi, Habib,Gholinejad, Mohammad
-
p. 1006 - 1012
(2007/10/03)
-
- Efficient method for iodination of alcohols using KI/silica sulfuric acid (SSA)
-
A straightforward and effective procedure for the conversion of benzylic and allylic alcohols to the corresponding iodides using KI/SSA in acetonitrile at room temperature. Copyright Taylor & Francis Group, LLC.
- Hajipour, Abdol R.,Zarei, Amin,Ruoho, Aronold E.
-
p. 1039 - 1050
(2007/10/03)
-
- Iodination of alcohols using triphenylphosphine/iodine under solvent-free conditions using microwave irradiation
-
A straightforward and effective procedure for the conversion of benzylic, allylic and aliphatic alcohols to the corresponding iodides using Ph3P/I2 under solvent-free conditions using microwave irradiation is reported.
- Hajipour, Abdol Reza,Falahati, Ali Reza,Ruoho, Arnold E.
-
p. 4191 - 4196
(2007/10/03)
-
- AlCl3·6H2O/KI/CH3CN/H 2O: An efficient and versatile system for chemoselective C-O bond cleavage and formation of halides and carbonyl compounds from alcohols in hydrated media
-
AlCl3·6H2O/KI/CH3CN/H 2O, an efficient and versatile system, cleaves the C-O bonds of esters, acetals, ethers, and oxathiolanes to the corresponding acids, alcohols, and carbonyl compounds chemoselectively at 80°C in hydrated media with good yields. This system also converts the alcohols (primary/secondary) to halides and oxidizes the alcohols (primary/secondary) to the corresponding carbonyl compounds in the presence of DMSO. Copyright Taylor & Francis Group, LLC.
- Gogoi, Pranjal,Konwar, Dilip,Sharma, Saikat Das,Gogoi, Prodip Kumar
-
p. 1259 - 1264
(2007/10/03)
-
- Facile conversion of alcohols into their bromides and iodides by N-bromo and N-iodosaccharins/triphenylphosphine under neutral conditions
-
N-Bromo and N-iodosaccharins in the presence of triphenylphosphine convert alcohols into the corresponding bromides and iodides in good to excellent yields at room temperature under neutral conditions.
- Firouzabadi, Habib,Iranpoor, Nasser,Ebrahimzadeh, Farzaneh
-
p. 1771 - 1775
(2007/10/03)
-
- Reaction of allylic and benzylic alcohols and esters with PPh 3/I2: One-pot synthesis of β,γ-unsaturated compounds
-
The treatment of tertiary and secondary allylic alcohols containing a terminal double bond, and their acetyl derivatives, with triphenylphosphine and iodine under mild conditions leads regiospecifically and in high stereoselectivity to the corresponding primary allylic iodides, which can react 'in situ' with diverse nucleophiles. Primary allylic alcohols and benzyl alcohols and acetates are also transformed into the corresponding iodides under these conditions.
- Alvarez-Manzaneda,Chahboun,Cabrera Torres,Alvarez,Alvarez-Manzaneda,Haidour,Ramos López
-
p. 3755 - 3759
(2007/10/03)
-
- Silicaphosphine (Silphos): A filterable reagent for the conversion of alcohols and thiols to alkyl bromides and iodides
-
Silicaphosphine (Silphos), [P(Cl)3-n(SiO2) n], as a new heterogeneous reagent is introduced. This reagent converts alcohols and thiols to their corresponding bromides and iodides in the presence of X2 (X=Br, I) in refluxing CH3CN in high to quantitative yields. Use of Silphos provides a highly practical method for the easy separation of the Silphos oxide byproduct by a simple filtration.
- Iranpoor, Nasser,Firouzabadi, Habib,Jamalian, Arezu,Kazemi, Foad
-
p. 5699 - 5704
(2007/10/03)
-
- Solvent-free conversion of alcohols into iodides with NaI supported on KSF clay
-
A variety of allylic, benzylic, primary, and secondary saturated alcohols have been converted into the corresponding iodides using NaI supported on KSF clay. Selective conversion of allylic and benzylic alcohols in the presence of primary and secondary saturated alcohols has also been demonstrated. Copyright Taylor & Francis, Inc.
- Tajbakhsh, Mahmood,Hosseinzadeh, Rahman,Lasemi, Zahra,Rostami, Ali
-
p. 2905 - 2911
(2007/10/03)
-
- Direct halogenation of alcohols and their derivatives with tert-Butyl halides in the ionic liquid [pmIm]Br under sonication conditions - A novel, efficient and green methodology
-
A novel halogenating reagent system for direct halogenation of alcohols has been developed. tert-Butyl bromide, chloride and iodide in combination with the ionic liquid [pmIm]Br have been found to convert alcohols into the corresponding bromides, chlorides and iodides under sonication conditions (or heating) in good yields. Although a variety of primary and secondary alcohols participated in this reaction without any difficulty, tertiary alcohols remained inert. Several alcohol derivatives such as OTMS, OTBDMS, OAc, OTS and OTHP are also transformed into the corresponding halides in one-pot fashion by this procedure. A plausible rationale for this transformation is also presented. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
- Ranu, Brindaban C.,Jana, Ranjan
-
p. 755 - 758
(2007/10/03)
-
- Synthesis and bladder smooth muscle relaxing properties of substituted 3-amino-4-aryl-(and aralkyl-)cyclobut-3-ene-1,2-diones
-
We have reported on the design, synthesis, and biological characterization of (R)-4-[3,4-dioxo-2-(1,2,2-trimethyl-propylamino)-cyclobut-1-enylamino]-3- ethyl-benzonitrile (1),1 a novel, potent, and selective adenosine 5′-triphosphate-sensitive
- Butera, John A.,Jenkins, Douglas J.,Lennox, Joseph R.,Sheldon, Jeffrey H.,Norton, N. Wesley,Warga, Dawn,Argentieri, Thomas M.
-
p. 2495 - 2501
(2007/10/03)
-
- Selective iodination of alcohols with NaI/Amberlyst 15 in acetonitrile
-
A simple and effective procedure for conversion of primary, secondary, allylic and benzylic alcohols into the corresponding iodides is described using NaI/Amberlyst 15 in acetonitrile at room temperature. Selective conversion of benzylic alcohols in the presence of saturated alcohols into the corresponding benzylic iodides is achieved under these conditions.
- Tajbakhsh, Mahmood,Hosseinzadeh, Rahman,Lasemi, Zahra
-
p. 635 - 638
(2007/10/03)
-
- A simple, efficient, and highly selective method for the iodination of alcohols using ZrCl4/NaI
-
Iodination of primary, secondary, allylic, and benzylic alcohols giving their corresponding iodides was achieved with ZrCl4/NaI in anhydrous CH3CN with excellent yields and selectivities.
- Firouzabadi, Habib,Iranpoor, Nasser,Jafarpour, Maasoumeh
-
p. 7451 - 7454
(2007/10/03)
-
- Facile preparation of benzylic iodides under solvent-free conditions using microwave irradiation
-
Benzylic alcohols are rapidly converted to the corresponding benzylic iodides using combination of p-toluenesulfonic acid (PTSA) and potassium iodide under solvent-free microwave irradiation conditions.
- Lee, Jong Chan,Park, Jin Young,Yoo, Eun Sang
-
p. 2095 - 2099
(2007/10/03)
-
- Efficient and selective halogenation of allylic and benzylic alcohols under mild conditions
-
A simple, mild, and high yielding procedure for the halogenation of allylic and benzylic alcohols using a combination of SOCl2, benzotriazole, and potassium halides in DMF is described. The effectiveness of the protocol is manifested in its selectivity towards allylic and benzylic alcohols whereas other simple alcohols such as primary, secondary, and tertiary are found to be unreactive. Springer-Verlag 2004.
- Bandgar, Babasaheb P.,Bettigeri, Sampada V.
-
p. 1251 - 1255
(2007/10/03)
-
- Phthalocyanine dyes
-
Fluorescent dyes are disclosed which are useful as reporter groups for labeling biomolecules. The silicon phthalocyanine dyes disclosed are preferably water soluble, isomericly pure, possess high quantum yield, and are useful in bioassays.
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-
Page Sheet 1; 18-19
(2010/02/08)
-
- An alternative method for the highly selective iodination of alcohols using a CsI/BF3·Et2O system
-
A variety of allylic and benzylic alcohols have been converted into the corresponding iodides using cesium iodide (CsI) in the presence of boron trifluoride etherate (BF3·Et2O) in acetonitrile under mild conditions.
- Hayat, Safdar,Atta-Ur-Rahman,Khan, Khalid Mohammed,Choudhary, M. Iqbal,Maharvi, Ghulam Murtaza,Zia-Ullah,Bayer, Ernst
-
p. 2531 - 2540
(2007/10/03)
-
- Silica Chloride (SiO2-Cl), a New Heterogeneous Reagent, for the Selective and Efficient Conversion of Benzylic Alcohols to Their Corresponding Chlorides and Iodides
-
Structurally different benzylic alcohols were efficiently converted to their corresponding chlorides by silica chloride (SiO2-Cl) in CHCl3 at room temperature. Silica chloride is also able to convert benzylic alcohols to their iodides in the presence of NaI in a mixture of CH3CN/CHCl3 in excellent yields.
- Firouzabadi, Habib,Iranpoor, Naser,Karimi, Babak,Hazarkhani, Hassan
-
p. 3671 - 3677
(2007/10/03)
-
- New approach toward the total synthesis of (+)-aphidicolin by tandem transannular Diels-Alder/aldol strategy
-
The synthesis of a 15-membered macrocyclic triene containing all the required substituents of ring A of (+)-aphidicolin (1) is reported. This compound underwent a thermal transannular cycloaddition followed by an intramolecular aldol reaction to yield tet
- Bilodeau, Fran?ois,Dubé, Laurence,Deslongchamps, Pierre
-
p. 2781 - 2791
(2007/10/03)
-
- Silica chloride in the presence of NaI is a useful system for the efficient and selective conversion of TMS, TBDMS and THP ethers into their corresponding iodides
-
Direct and highly selective conversion of benzylic, allylic and propargylic TMS, TBDMS and THP ethers into their corresponding iodides with the SiO2-Cl/NaI system is described. Reactions were conducted in CH3CN at room temperature. Aliphatic silyl and tetrahydropyranyl ethers remained almost intact under similar reaction conditions.
- Firouzabadi, Habib,Iranpoor, Nasser,Hazarkhani, Hassan
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p. 7139 - 7141
(2007/10/03)
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- An expedient and highly selective iodination of alcohols using a KI/BF3·Et2O system
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Alkyl iodides are prepared in high yields by treatment of allylic and benzylic alcohols with an equimolar amount of KI in the presence of BF3·Et2O in dioxane under mild conditions.
- Bandgar,Sadavarte,Uppalla
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p. 951 - 953
(2007/10/03)
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- New halogenation reagent system for one-pot conversion of alcohols into iodides and azides
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In Situ generation of hydrogen iodide from methanesulphonic acid/sodium iodide in different solvents was found to be an attractive reagent system for the chemoselective conversion of various alcohols to their corresponding iodides. Moreover, treatment of benzylic and allylic alcohols with this reagent system, followed by substitution with azide ion, produced the corresponding azides in one pot in good yields.
- Kamal, Ahmed,Ramesh,Laxman
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p. 827 - 833
(2007/10/03)
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