- PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions
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Treatment of thioacetals and thioketals with iodosobenzene in anhydrous DCM conveniently afforded the corresponding carbonyl compounds in high yields under water-free conditions. The mechanistic studies indicate that this dethioacetalization/dethioketalization process does not need water and the oxygen of the carbonyl products comes from the hypervalent iodine reagent.
- Du, Yunfei,Ouyang, Yaxin,Wang, Xi,Wang, Xiaofan,Yu, Zhenyang,Zhao, Bingyue,Zhao, Kang
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- An uncommon use of irradiated flavins: Br?nsted acid catalysis
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We present that thioacetalization of aldehydes can be induced by blue light irradiation in the presence of a catalytic amount of riboflavin tetraacetate (RFTA) under aerobic conditions. Several control experiments have suggested that the reaction is more
- Arakawa, Yukihiro,Mihara, Tomohiro,Fujii, Hiroki,Minagawa, Keiji,Imada, Yasushi
-
supporting information
p. 5661 - 5664
(2020/06/09)
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- Indium-Catalyzed Reductive Dithioacetalization of Carboxylic Acids with Dithiols: Scope, Limitations, and Application to Oxidative Desulfurization
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In this study an InI3-TMDS (1,1,3,3-tetramethyldisiloxane) reducing system effectively catalyzed the reductive dithioacetalization of a variety of aromatic and aliphatic carboxylic acids with 1,2-ethanedithiol or 1,3-propanedithiol leading to the one-pot preparation of either 1,3-dithiolane derivatives or a 1,3-dithiane derivative. Also, the intact indium catalyst continuously catalyzed the subsequent oxidative desulfurization of an in situ formed 1,3-dithiolane derivative, which led to the preparation of the corresponding aldehydes.
- Nishino, Kota,Minato, Kohei,Miyazaki, Takahiro,Ogiwara, Yohei,Sakai, Norio
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p. 3659 - 3665
(2017/04/11)
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- One-pot two-step conversion of aromatic carboxylic acids and esters to aromatic aldehydes via indium-catalyzed reductive thioacetalization and desulfurization
-
Described herein is that a new approach to a one-pot two-step conversion of aromatic carboxylic acids/esters to aromatic aldehydes, in which indium(III) iodide effectively catalyzes both the first reductive thioacetalization of carboxylic acids and a subsequent desulfurization of the in-situ formed thioacetal intermediates leading to aldehydes.
- Sakai, Norio,Minato, Kohei,Ogiwara, Yohei
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supporting information
p. 4563 - 4567
(2017/11/03)
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- Mesoporous sBa-15 silica catalyst functionalized with phenylsulfonic acid groups (SbA-15-ph-So3h) as efficient nanocatalyst for chemoselective thioacetalization of carbonyl compounds
-
In this research a Nano acidic catalyst was prepared and its efficiency on thioacetalization of carbonyl compounds was examined. For this aim we used modified SBA-15 as support, which have been modified by phenolic and sulfonic acid. SBA-15 is a member of
- Sedrpoushan, Alireza,Ghazizadeh, Habibollah
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p. 112 - 118
(2017/01/18)
-
- Phosphorylated Polyacrylonitrile Fibers as an Efficient and Greener Acetalization Catalyst
-
A novel solid acid catalyst (PANEAPF) is developed by immobilization of phosphoric acid on polyacrylonitrile fiber through covalent bonding. Various characterization techniques such as elemental analysis (EA), X-ray photoelectron spectroscopy (XPS), Fourier transform infrared spectroscopy (FTIR), etc. are utilized to confirm the successful grafting and the stability of the fiber catalysts during application. PANEAPF shows high catalytic activity in the acetalization of aldehydes owing to the high utilization efficiency of its functionalized acid sites. In addition, the strong polarity micro-environment in the surface layers of PANEAPF make it highly suitable for catalytic application in both water and alcohol. Furthermore, the fiber catalyst can be applied to the acetalization of aldehydes in a continuous-flow process at room temperature, and shows excellent reactivity and superior recyclability (over 20 times). The many advantages of PANEAPF such as simple preparation, convenient regulation of acid amount, high durability, and eco-friendly process make it very attractive for fixed-bed reactors in the chemical industry.
- Xu, Gang,Cao, Jian,Zhao, Yali,Zheng, Lishuo,Tao, Minli,Zhang, Wenqin
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supporting information
p. 2565 - 2575
(2017/09/25)
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- Ethyl lactate mediated thioacetalization of aldehydes at ambient temperature
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Dithioacetalization reactions of aldehydes with thiols/thiophenols have been successfully achieved at room temperature by employing the green, bio-based ethyl lactate as the reaction medium. By means of this sustainable approach, a class of dithioacetals has been acquired with high diversity and efficiency.
- Wan, Jie-Ping,Jing, Yanfeng,Liu, Yunyun
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p. 1302 - 1305
(2016/09/28)
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- Sulfonated polyanthracene-catalyzed highly efficient and chemoselective thioacetalization of carbonyl compounds and transthioacetalization of acetals and acylals
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A straightforward and highly efficient procedure for the thioacetalization of a variety of aldehydes and transthioacetalization of acylals and acetals in good to excellent yields using catalytic amounts of sulfonated polyanthracene (S-PAT) is reported. Th
- Fahid,Pourmousavi
-
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- Efficient thioacetalisation of carbonyl compounds
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The thioacetalisation of a variety of heterocyclic, aromatic, and aliphatic carbonyl compounds (1 mmol) with ethane-1,2-dithiol (1 mmol) using silica sulphuric acid (SSA) is presented as an efficient heterogeneous catalyst under mild and solvent-free cond
- Habibi, Davood,Rahmani, Payam,Akbaripanah, Ziba
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p. 417 - 421
(2014/01/06)
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- Graphene oxide (GO)-catalyzed chemoselective thioacetalization of aldehydes under solvent-free conditions
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An efficient method for the synthesis of open chain, cyclic, and unsymmetrical dithioacetals from aryl/hetero-aryl/aliphatic aldehydes is described. The reaction is performed using graphene oxide (GO) as the catalyst under solvent-free and aerobic conditions. High chemoselectivity is observed in the reaction as aryl/alkyl ketones do not give thioketals under the condition.
- Roy, Babli,Sengupta, Debasish,Basu, Basudeb
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supporting information
p. 6596 - 6600
(2015/01/08)
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- Facile protection of carbonyl compounds as oxathiolanes and thioacetals promoted by PEG1000-based dicationic acidic ionic liquid as chemoselective and recyclable catalyst
-
Efficient oxathioacetalization and thioacetalization of carbonyl compounds have been achieved in high yields employing PEG1000-based dicationic acidic ionic liquid as a catalyst. The PEG ionic liquid and toluene have the advantages of both homo
- Ren, Yi-Ming,Shao, Juan-Juan,Wu, Zhi-Chuan,Zhang, Shuai,Tao, Ting-Xian
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p. 392 - 394
(2014/06/09)
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- Silica phenyl sulfonic acid as a solid acid heterogeneous catalyst for chemoselective thioacetalization of carbonyl compounds and dethioacetalization under mild conditions
-
Silica phenyl sulfonic acid (SPSA) is an effective catalyst for chemoselective thioacetalization of aldehydes in the presence of ketones under neutral conditions. In addition, a simple and an efficient procedure for deprotection of 1,3-dithianes and 1,3-dithiolanes of aromatic, aliphatic, and α,β-unsaturated aldehydes and ketones in the solvent-free to the corresponding parent carbonyl compounds was successfully carried out with SPSA in excellent yields.
- Veisi, Hojat,Sedrpoushan, Alireza,Zolfigol, Mohammad Ali,Mohanazadeh, Farajollah,Hemmati, Saba
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p. E204-E206
(2013/06/04)
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- Mesoporous silica-functionalized dual Br?nsted acidic ionic liquid as an efficient catalyst for thioacetalization of carbonyl compounds in water
-
A novel silica-functionalized dual Br?nsted acidic ionic liquid (ionic liquid with two Br?nsted acidic species) has been reported as a highly efficient catalyst for thioacetalization of carbonyl compounds. The reaction was efficiently performed in water a
- Vafaeezadeh, Majid,Dizicheh, Zahra Bahrami,Hashemi, Mohammad Mahmoodi
-
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- Aluminum hydrogen sulfate [Al(HSO4)3] as an efficient catalyst for the preparation of thioacetals
-
Aluminum hydrogen sulfate, as a heterogeneous solid acid catalyst, has been used for the mild conversion of carbonyl compounds to their thioacetals using 1,2- and 1,3-dithiol under ambient conditions with short reaction times in high to excellent yield in
- Ghashang, Majid
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p. 2837 - 2842
(2013/07/26)
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- Facile deprotection of dithioacetals by using a novel 1,4-benzoquinone/cat. NaI system
-
The combination of 1,4-benzoquinone and a catalytic amount of NaI was found to be effective for the deprotection of dithioacetals. The reactions proceeded efficiently under mild, near-neutral reaction conditions, producing a wide range of aryl and alkyl aldehydes and ketones generally in high yields with good functional group compatibility. The method developed therefore represents a general, facile, and highly applicable approach for deprotecting dithioacetals.
- Inamoto, Kiyofumi,Yamada, Tetsuya,Kato, Sei-Ichi,Kikkawa, Shoko,Kondo, Yoshinori
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p. 9192 - 9199
(2013/10/01)
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- Single-step thioetherification by indium-catalyzed reductive coupling of carboxylic acids with thiols
-
Direct thioetherification from a variety of aromatic carboxylic acids and thiols using a reducing system combined with InBr3 and 1,1,3,3-teramethyldisiloxane (TMDS) in a one-pot procedure is demonstrated. It was also found that a system combine
- Sakai, Norio,Miyazaki, Takahiro,Sakamoto, Tomohiro,Yatsuda, Takuma,Moriya, Toshimitsu,Ikeda, Reiko,Konakahara, Takeo
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supporting information
p. 4366 - 4369
(2012/10/29)
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- Highly efficient and chemoselective method for the thioacetalization of aldehydes and transthioacetalization of acetals and acylals catalyzed by H 2SO4-silica under solvent-free conditions
-
Chemoselective and efficient thioacetalization of a variety of aldehydes was achieved in excellent yields at room temperature using 1,2-ethanedithiol in the presence of catalytic amounts of H2SO4-silica. Thioacetals were also prepare
- Pourmousavi, Seied Ali,Kazemi, Shaghayegh Sadat
-
experimental part
p. 917 - 923
(2012/07/16)
-
- Synthesis of 1,3-dithiane and 1,3-dithiolane derivatives by tungstate sulfuric acid: Recyclable and green catalyst
-
An efficient, novel, and environmentally benign procedure for the thioacetalization of aliphatic and aromatic carbonyl compounds in the presence of catalytic amounts of tungstate sulfuric acid under solvent-free conditions to afford 1,3-dithianes and 1,3-
- Karami, Bahador,Taei, Mahbubeh,Khodabakhshi, Saeed,Jamshidi, Masih
-
experimental part
p. 65 - 74
(2012/07/14)
-
- Oxidative cross-esterification of dithiolanes with alcohols through a cross-dehydrogenative coupling (CDC)/deprotection sequence
-
An unprecedented oxidative cross-esterification in an equimolar mixture of dithiolanes, alcohols and water through a CDC/deprotection sequence has been developed. The reaction itself features simple experimental procedures under very mild conditions and offers a new strategic protocol for the direct and efficient synthesis of structurally diverse esters.
- Fu, Liang,Yao, Chang-Jiang,Chang, Ning-Jie,Chen, Jia-Rong,Lu, Liang-Qiu,Xiao, Wen-Jing
-
supporting information; scheme or table
p. 506 - 508
(2012/01/15)
-
- Poly(N-bromobenzene-1,3-disulfonamide) and N,N,N′,N′- tetrabromobenzene-1,3-disulfonamide as a mild and efficient catalyst for chemoselective thioacetalization of carbonyl functions and transthioacetalization reactions
-
Poly(N-bromobenzene-1,3-disulfonamide) and N,N,N′,N′- tetrabromobenzene-1,3-disulfonamide are effective catalysts for chemoselective dithioacetalization of aldehydes in the presence of ketones under neutral conditions.
- Veisi, Hojat,Ghorbani-Vaghei, Ramin,Dadamahaleh, Somayeh Akbari
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experimental part
p. 699 - 705
(2011/07/31)
-
- Thioacetalization of aldehydes and ketones in SDS micelles
-
Aromatic aldehydes have been successfully converted into their corresponding dithioacetal, dithiolane and dithiane derivatives in excellent yields with thiol (benzyl thiol and thiophenol), 1,2-ethanedithiol and 1,3-propanedithiol using trichloroacetic acid in sodium dodecyl sulfate micelles. The same procedure is applicable to ketones, but they need more time to be converted into their thioacetals. Image Presented.
- Bahrami, Kiumars,Khodaei, Mohammad Mehdi,Tajik, Maryam,Soheilizad, Mehdi
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experimental part
p. 397 - 403
(2012/06/18)
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- Silica-supported phosphorus pentoxide: A reusable catalyst for S,S-acetalization of carbonyl groups under ambient conditions
-
Phosphorus pentoxide supported on silica gel (P2O 5/SiO2) efficiently acts as a highly active and reusable catalyst for cyclic and non-cyclic S,S-acetalization of a variety of carbonyl compounds under mild, solvent-free an
- Shaterian, Hamid Reza,Azizi, Kobra,Fahimi, Nafiseh
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experimental part
p. 85 - 91
(2012/01/06)
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- Synthesis and deprotection of 1,3-Dithianes and 1,3-Dithiolanes by polyphosphoric acid
-
A simply, mild and efficient method for the deprotection of 1,3-dithianes and 1,3-dithiolanes to their corresponding carbonyl compounds using a mixture of polyphosphoric acid and acetic acid at 20-45 °C is reported.
- Jin, Yong-Sheng,Zhang, Wei,Zhang, Da-Zhi,Qiao, Li-Ming,Wu, Qiu-Ye,Chen, Hai-Sheng
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scheme or table
p. 1117 - 1119
(2011/12/16)
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- 1,3-dibromo-5,5-dimethylhydantoin (DBH) as a mild and efficient catalyst for chemoselective thioacetalization of carbonyl compounds and dethioacetalization under mild conditions
-
Hydantoin bromide is an effective catalyst for chemoselective thioacetalization of aldehydes in the presence of ketones under neutral conditions. In addition, a simple and efficient procedure for the deprotection of 1,3-dithianes and 1,3-dithiolanes of ar
- Veisi, Hojat,Amiri, Mostafa,Hamidian, Amir Hossein,Malakootikhah, Javad,Fatolahi, Leila,Faraji, Alireza,Sedrpoushan, Alireza,Maleki, Behrooz,Saremi, Shokufe Ghahri,Noroozi, Mohammad,Bahadoori, Fatemeh,Veisi, Somayeh
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experimental part
p. 689 - 696
(2010/06/19)
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- Chemoselective (trans)thioacetalization of carbonyl compounds with a reusable lewis acid-surfactant-combined copper bis(dodecyl sulfate) catalyst in water
-
A Lewis acid-surfactant-combined copper bis(dodecyl sulfate) [Cu(DS) 2] catalyst served as an efficient and reusable catalyst for the thioacetalization and transthioacetalization of carbonyl compounds and O,O-acetals in water at room temperature. Some of the major advantages of this procedure are high chemoselectivity, ease of operation and purification without any organic solvent, and high yields. Georg Thieme Verlag Stuttgart.
- Weng, Shiue-Shien,Chang, Shen-Chun,Chang, Tsuan-Hao,Chyn, Jong-Pyng,Lee, Shu-Wei,Lin, Chao-An,Chen, Fong-Kuang
-
experimental part
p. 1493 - 1499
(2010/10/03)
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- An efficient method for chemoselective thioacetalization of aldehydes in the presence of a catalytic amount of acidic ionic liquid under solvent-free conditions
-
A water-stable Br?nsted acidic ionic liquid with an alkane sulfonic acid group was synthesized. This ionic liquid catalyzed the thioacetalization reaction smoothly to afford 1,3-dithianes in excellent yield and less time. In this article we describe a mil
- Hajipour, Abdol Reza,Azizi, Ghobad,Ruoho, Arnold E.
-
experimental part
p. 1974 - 1978
(2010/03/31)
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- Silica-PCl5: A novel heterogenous catalyst for simple and efficient chemoselective protection of carbonyl compounds
-
A simple, efficient and environmentally benign procedure has been developed for chemoselective protection of carbonyl compounds using the newly developed heterogeneous catalyst: Silica-PCl5. A variety of aldehydes and ketones were efficiently c
- Pandey, Lokesh Kumar,Pathak, Uma,Tank, Rekha,Mazumder, Avik
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experimental part
p. 167 - 171
(2010/07/05)
-
- A mild method for the protection of aldehydes as dithioacetals and dithiolanes catalyzed by I2 generated in situ using Fe(NO 3)3.9H2O/Nai under heterogeneous conditions
-
Structurally diverse aromatic aldehydes were thioacetalated in a clean and efficient reaction with ethane-1,2-dithiol and thiophenol based on the use of I2 generated in situ from Fe(NO3)3.9H 2O/NaI. The reaction occurs in good to high yield in dichloromethane at room temperature and the use of toxic and corrosive molecular iodine is avoided.
- Rostami, Amin,Nik, Heidar Ali Alavi,Roosta, Zahra Toodeh,Khazaei, Ardeshir
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experimental part
p. 431 - 434
(2009/12/03)
-
- Efficient method for thioacetalization of carbonyl compounds in the presence of a catalytic amount of benzyltriphenylphosphonium tribromide (BTPTB) under solvent-free conditions
-
A variety of carbonyl compounds have been successfully converted to the corresponding thioacetal derivatives in good to excellent yields on reaction of carbonyl compounds with 1,2-ethanedithiole, 1,3-propanedithiol, and ethylthiol in the presence of a cat
- Hajipour, Abdol Reza,Pourmousavi, Seied A.,Ruoho, Arnold E.
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p. 2548 - 2566
(2008/12/22)
-
- Ferric hydrogensulfate as effective and recyclable catalyst for mild dithioacetalization of aldehydes and ketones
-
Ferric hydrogensulfate has been found to be an extremely efficient and recyclable heterogeneous catalyst for dithioacetalization reactions. Carbonyl compounds have been successfully converted into their corresponding dithiolanes and dithianes derivatives
- Shaterian, Hamid Reza,Ahmadian, Hamid Reza,Ghashang, Majid,Doostmohammadi, Razieh,Yarahmadi, Hossein
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experimental part
p. 1099 - 1108
(2009/04/07)
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- Chemoselective dithioacetalization of carbonyl compounds using magnesium hydrogensulfate as efficient heterogeneous catalyst
-
Carbonyl compounds have been successfully converted into their corresponding dithiolanes and dithianes derivatives with 1,2-ethanedithiol and 1,3-propanedithiol in excellent yield at room temperature and short reaction times using a catalytic amount of ma
- Shaterian, Hamid Reza,Hosseinian, Asghar,Ghashang, Majid,Khorami, Fahimeh
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experimental part
p. 2490 - 2501
(2009/08/07)
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- Chemoselective dithioacetalization and oxathioacetalization of carbonyl compounds using alumina sulfuric acid as catalyst
-
Carbonyl compounds have been successfully converted into their corresponding dithiolane, dithiane, and oxathiolane derivatives using a catalytic amount of alumina sulfuric acid (Al2O3-SO3H) with excellent yields at room temperature in short reaction times under mild conditions. This simple method is a highly chemoselective procedure for protection of aldehydes in the presence of ketones, and the heterogeneous catalyst can be recovered and reused several times without any loss of its activity. Copyright Taylor & Francis Group, LLC.
- Shaterian, Hamid Reza,Hosseinian, Asghar,Ghashang, Majid
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experimental part
p. 4097 - 4106
(2009/04/11)
-
- Trichloromelamine (TCM) - Catalyzed efficient and selective thioacetalization of aldehydes and transthioacetalization of acetals and oxathioacetals under mild reaction conditions
-
Trichloromelamine was used effectively as a catalyst for thioacetalization of aldehydes and transthioacetalization of acetals and oxathioacetals under mild and almost neutral reaction conditions. By this method, aldehydes, acetals, and oxathioacetals were selectively protected in the presence of ketones as their 1,3-dithiolanes or 1,3-dithianes. Copyright Taylor & Francis Group, LLC.
- Hazarkhani, Hassan
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p. 2597 - 2606
(2008/12/22)
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- Application of BU4N+HSO4- as an ionic liquid and acid catalyst for thioacetalization of aldehydes and ketones
-
A variety of carbonyl containing compounds have been successfully reacted with 1,2-ethanedithiol in a thioacetylization reaction using tetrabutylammonium hydrogensulfate as a mild and efficient catalyst. Aldehydes and ketones react with good to excellent
- Hajipour, Abdol R.,Hosseini, Peyman,Ruoho, Arnold E.
-
experimental part
p. 2502 - 2508
(2009/08/07)
-
- An efficient method for thioacetalization of carbonyl compounds in the presence of a catalytic amount of benzyltriphenylphosphonium tribromide under solvent-free conditions
-
A variety of carbonyl compounds have been successfully converted to the corresponding thioacetal derivatives in good to excellent yields on the reaction of carbonyl compounds with 1,2-ethanedithiole, 1,3-propanedithiol, and ethanethiol in the presence of
- Hajipour, Abdol R.,Pourmousavi, Seied A.,Ruoho, Arnold E.
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p. 921 - 937
(2008/02/05)
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- 2,4,6-Trichloro-1,3,5-triazine catalyzed chemoselective transthioacetalization of aldehyde acetals and oxathioacetals
-
A mild and efficient transthioacetalization of aldehyde acetals and oxathioacetals was carried out using 2,4,6-trichloro-1,3,5-triazine as a mild and inexpensive catalyst. Chemoselective transacetalization is impressive as aldehyde O,O- and O,S-acetals ar
- Bandgar, Babasaheb P.,Joshi, Neeta S.,Bettigeri, Sampada V.
-
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- A mild and chemoselective dithioacetalization of aldehydes in the presence of anhydrous copper (II) sulfate
-
Various aldehydes have been protected with different thiols as dithioacetals with excellent yields using anhydrous copper sulfate as a mild and chemoselective catalyst. The reaction is carried out in a solvent and/or under solvent-free conditions. The transthioacetalization of oxyacetals into dithioacetals was also achieved in an excellent yield. Copyright Taylor & Francis Group, LLC.
- Moghaddam, Firouz Matloubi,Bardajee, Ghasem Rezanejade,Oskui, Afsane Arefi
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p. 1445 - 1450
(2007/10/03)
-
- Chemoselective and solvent-free thioacetalization of aldehydes by a catalytic amount of NBS
-
A chemoselective, straightforward, and rapid method for thioacetalization of aldehydes by use of 1,2-ethandithiol and a catalytic amount of N-bromosuccinimide under solvent-free conditions is reported. The reaction takes place in excellent yields and shor
- Hajipour, Abdol Reza,Ali Pourmousavi, Seied,Ruoho, Arnold E.
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p. 2807 - 2811
(2007/10/03)
-
- Chemoselective dithioacetalization of aldehydes using silica sulfuric acid as a reusable catalyst
-
Silica sulfuric acid has been found to be an efficient and reusable catalyst for chemoselective dithioacetalization of aldehydes over ketones, in excellent yields.
- Pore,Desai, Uday V.,Mane,Wadgaonkar
-
p. 1291 - 1295
(2007/10/03)
-
- A mild and chemoselective catalyst for thioacetalization under solvent free conditions
-
Protection of a variety of carbonyl compounds as dithioacetals using P 2O5/SiO2 (75%), as a mild and chemoselective catalyst, was achieved under solvent free conditions in very good yields. Copyright Taylor & Francis Group
- Hajipour, Abdol R.,Zarei, Amin,Khazdooz, Leila,Zahmatkesh, Saeed,Ruoho, Arnold E.
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p. 387 - 395
(2007/10/03)
-
- Perchloric acid adsorbed on silica gel (HClO4-SiO2) as an extremely efficient and reusable catalyst for 1,3-dithiolane/dithiane formation
-
Perchloric acid adsorbed on silica gel (HClO4-SiO2) has been found to be an extremely efficient and reusable catalyst for 1,3-dithiolane and 1,3-dithiane formation under solvent-free conditions at room temperature. Georg Thieme Verla
- Rudrawar, Santosh,Besra, Ram C.,Chakraborti, Asit K.
-
p. 2767 - 2771
(2008/02/05)
-
- A rapid and efficient method for 1,3-dithiolane synthesis
-
A mild, efficient and solvent-free protocol for conversion of aldehydes and ketones into their corresponding 1,3-dithiolanes using 1,2-ethanedithiol in the presence of a catalytic amount of SnCl2·2H2O is reported.
- Bez, Ghanashyam,Gogoi, Dipankoj
-
p. 5155 - 5157
(2007/10/03)
-
- Copper(II) tetrafluoroborate as an extremely efficient catalyst for 1,3-dithiolane/dithiane formation from carbonyl compounds under solvent-free conditions at room temperature
-
Copper(II) tetrafluoroborate hydrate is a new and extremely efficient catalyst for 1,3-dithiolane/dithiane formation from aromatic, heteroaromatic and aliphatic aldehydes and cyclic saturated ketones in 1-5 min under solvent-free conditions at room temper
- Besra, Ram C.,Rudrawar, Santosh,Chakraborti, Asit K.
-
p. 6213 - 6217
(2007/10/03)
-
- Iron(III) fluoride: A highly efficient and versatile catalyst for the protection of carbonyl compounds under solvent-free conditions
-
Carbonyl compounds are successfully converted into oxathioacetals and dithioacetals with 2-mercaptoethanol and ethane-1,2-dithiol using a catalytic amount of iron(m) fluoride under solvent-free conditions. The catalysts were recovered and reused in variou
- Bandgar, Babasaheb P.,Kamble, Vinod T.,Kulkarni, Ashwini
-
p. 607 - 610
(2007/10/03)
-
- A simple and practical synthetic protocol for thioacetalization of carbonyl compounds
-
Various aldehydes and ketones are smoothly converted to the corresponding acyclic and cyclic dithioacetals in very good yields by employing catalytic amount of acetyl chloride at room temperature under solvent-free conditions. Some of the major advantages of this procedure are its mild reaction conditions, highly efficient and selective, good yields, economically cheaper and compatible in the presence of a wide variety of other protecting groups.
- Khan, Abu T.,Mondal, Ejabul
-
p. 844 - 850
(2007/10/03)
-
- Ruthenium(III) chloride-catalyzed thioacetalization of carbonyl compounds: Scope, selectivity, and limitations
-
A variety of carbonyl compounds can be easily and rapidly converted to the corresponding cyclic and acylic dithioacetals in the presence of a catalytic amount of ruthenium chloride in acetonitrile at room temperature. Some of the major advantages of this
- De, Surya Kanta
-
p. 673 - 676
(2007/10/03)
-
- A facile and efficient procedure for the transdithioacetalization of 1,1-diacetates using POCl3-montmorillonite as catalyst
-
A rapid and efficient method for the transdithioacetalization of 1,1-diacetates with 1,2-dithioglycol was described in good to excellent yield catalyzed by POCl3-montmorillonite.
- Jin, Tong-Shou,Sun, Guang,Li, Yan-Wei,Li, Tong-Shuang
-
p. 4105 - 4110
(2007/10/03)
-
- α,α-diacetyl cyclic ketene dithioacetals: Odorless and efficient dithiol equivalents in thioacetalization reactions
-
Two novel, non-thiolic, odorless dithiol equivalents, α,α- diacetyl cyclic ketene dithioacetals 2a and 2b, had been developed. A range of carbonyl compounds 3 were converted into corresponding dithioacetals, dithianes 4 and dithiolanes 5, in high yields (up to 99%) in the presence of 2a or 2b. Moreover, 2a and 2b show high chemoselectivity between aldehyde and ketone in thioacetalization.
- Yu, Haifeng,Liu, Qun,Yin, Yanbing,Fang, Qunxin,Zhang, Jingping,Dong, Dewen
-
p. 999 - 1002
(2007/10/03)
-
- Chemoselective thioacetalisation and transthioacetalisation of carbonyl compounds catalysed by tetrabutylammonium tribromide (TBATB)
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Thioacetals and thioketals of various aldehydes and ketones were obtained directly from carbonyl compounds or by a transthioacetalisation process from cyclic O,O-acetals in the presence of dithiols and a catalytic amount of tetrabutylammonium tribromide (TBATB). Chemoselective thioacetalisation of aromatic aldehydes containing an electron-donating group in the presence of an aldehyde containing an electron-withdrawing group, aldehydes in the presence of ketones, aliphatic cyclic ketones in the presence of aromatic ketones and less hindered ketones in the presence of more hindered ketones have been achieved. A cyclic acetal containing an electron-donating group has been chemoselectively transthioacetalised in the presence of an acetal having an electron-withdrawing substituent. These selectivities are due to the intrinsic reactivity of the substrate themselves and are independent of the catalyst and reaction conditions, Shorter reaction times, mild reaction conditions, stability of acid sensitive protecting groups, high efficiencies, facile isolation of the desired products and the catalytic nature of the reagent are the attractive features of the present method.
- Naik, Sarala,Gopinath, Rangam,Goswami, Mousumi,Patel, Bhisma K.
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p. 1670 - 1677
(2007/10/03)
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