- Blue LED-Promoted Oxathiacetalization of Aldehydes and Ketones
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In synthetic chemistry, the protection of aldehydes and ketones is crucial during multistep synthesis of complex molecules. Organic chemists have paid substantial attention to the synthesis of 1,3-oxathiolanes and 1,3-oxathianes because of their considera
- Liu, You-Chen,Reddy, Daggula Mallikarjuna,Chen, Xin-An,Shieh, Yi-Chen,Lee, Chin-Fa
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p. 2542 - 2552
(2020/04/27)
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- Visible light photoredox catalyzed deprotection of 1,3-oxathiolanes
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An efficient visible light photoredox catalyzed aerobic deprotection of 1,3-oxathiolanes using organic dye Eosin Y as a photocatalyst is disclosed. The deprotection procedure features the use of a metal-free catalyst, mild conditions, a broad range of substrate scope, and good functional group tolerance. 35 examples were tested under the standard conditions and most of them afforded the deprotected products in modest to high yields.
- Yang, Mingyang,Xing, Zhimin,Fang, Bowen,Xie, Xingang,She, Xuegong
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supporting information
p. 288 - 291
(2020/01/13)
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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
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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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- Nickel(II) chloride hexahydrate catalyzed reaction of aromatic aldehydes with 2-mercaptoethanol: Formation of supramolecular helical assemblage of the product
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Various aromatic aldehydes on reaction with 2-mercaptoethanol provided an unanticipated product, bis(2-hydroxyethyl)dithioacetals (3) as the major product along with the expected product 1,3-oxathiolanes (4) in the presence of 0.05 equiv amount of nickel(
- Laskar, Rajibul A.,Begum, Naznin A.,Mir, Mohammad Hedayetullah,Rohman, Md. Rumum,Khan, Abu T.
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p. 5839 - 5844
(2013/10/21)
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- An efficient method for the oxathioacetalization of carbonyl compounds using N-bromosaccharin as a catalyst
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A mild and highly chemoselective method for the preparation of oxathiolane from aliphatic and aromatic aldehydes and ketones with 2-mercaptoethanol in the presence of catalytic amount of N-bromosaccharin at room temperature is reported.
- Alinezhad, Heshmatollah,Fallahi, Shahrouz
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experimental part
p. 927 - 929
(2012/08/28)
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- Efficient procedure for oxathioacetalization using the novel ionic liquid
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The novel ionic liquid with multi-SO3H groups has been synthesized through the simple procedure and its catalytic activity for the oxathioacetalization was investigated carefully at room temperature under solvent-free condition. The results sho
- Bao, Shaohua,Chen, Lu,Ji, Yongjun,Yang, Jianguo
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experimental part
p. 2119 - 2122
(2011/10/03)
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- An efficient and mild deprotection of 1,3-oxathiolanes to carbonyl compounds using the superoxide ion
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An efficient deprotection of 1,3-oxathiolanes to carbonyl compounds has been achieved under the mild reaction conditions of tetraethylammonium superoxide in an aprotic medium at room temperature.
- Singh, Satish Kumar,Singh, Krishna Nand
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body text
p. 2339 - 2343
(2010/03/26)
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- Facile protection of carbonyl compounds as oxathiolanes and transoxathioacetalization of oxyacetals promoted by iron(III) trifluoroacetate or trifluoromethanesulfonate as chemoselective and recyclable catalysts
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Oxathioacetalization of carbonyl compounds and transoxathioacetalization of O,O-acetals/ketals are reported under nearly neutral conditions promoted by iron(III) trifluoroacetate [Fe(CF3CO2)3] or trifluoromethanesulfonate
- Adibi, Hadi,Jafari, Hadi
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p. 679 - 682
(2008/01/01)
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- Microwave-mediated efficient protection of carbonyl compounds as 1,3-oxathiolanes in the presence of iodine under solvent free condition
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A mild, efficient, and solvent free protocol for conversion of aldehydes and ketones into their corresponding 1,3-oxathiolanes using 2-mercaptoethanol in the presence of catalytic amount of elemental iodine is reported. Copyright
- Bez, Ghanashyam,Baruah, Nabajyoti
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p. 542 - 543
(2007/10/03)
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- An efficient and chemoselective method for conversion of carbonyl compounds to 1,3-oxathiolanes with 2-mercaptoethanol catalyzed by TiCl 4-montmorillonite
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Formation of 1,3-oxathiolanes from aldehydes and ketones using 2-mercaptoethanol in the presence of TiCl4-montmorillonite under mild reaction conditions in excellent yields is described. Chemoselective monothioacetalization of aldehyde in the p
- Jin, Tong-Shou,Zhao, Rui-Qiao,Ma, Yan-Ran,Yang, Mi-Na,Guo, Jun-Jie,Li, Tong-Shuang
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p. 503 - 505
(2007/10/03)
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- Silica-supported perchloric acid (HClO4-SiO2): A versatile catalyst for tetrahydropyranylation, oxathioacetalization and thioacetalization
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A simple and convenient synthetic protocol for the protection of hydroxyl group as tetrahydropyranyl ether as well as carbonyl functionality as oxathioacetal and thioacetal has been achieved using a catalytic amount of silica-supported perchloric acid und
- Khan, Abu T.,Parvin, Tasneem,Choudhury, Lokman H.
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p. 2497 - 2502
(2008/02/03)
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- Mild and efficient method for oxathioacetalization of carbonyl compounds
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An efficient procedure for the protection of carbonyl compounds into the corresponding 1,3-oxathioacetal has been achieved using PAS as catalyst. Copyright Taylor & Francis Group, LLC.
- Majee, Adinath,Kundu, Shrishnu Kumar,Islam, Samimul
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p. 3767 - 3770
(2007/10/03)
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- Tantalum(V) chloride-silica gel: An efficient catalyst for conversion of carbonyl compounds to 1,3-oxathiolanes
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A variety of carbonyl compounds can be easily converted to the corresponding 1,3-oxathiolanes in the presence of a catalytic amount of tantalum(V) chloride [TaCl5] on silica gel in dichloromethane. Mild reaction conditions, efficiency, high yie
- Chandrasekhar,Prakash, S. Jaya,Shyamsunder,Ramachandar
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p. 3127 - 3131
(2007/10/03)
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- Organic reactions in aqueous media: I2-in-water-catalysed rapid and chemoselective oxathioacetalisation of aldehydes under mild conditions
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I2 in water is found to be an efficient catalyst for the chemoselective protection of both aliphatic and aromatic aldehydes as 1,3-oxathioacetals under mild conditions. Fast reactions and excellent yields of pure products using an inexpensive a
- Bandgar,Bettigeri, Sampada V.
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p. 389 - 391
(2007/10/03)
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- Silica gel-supported polyphosphoric acid (PPA/SiO2) as an efficient and reusable catalyst for conversion of carbonyl compounds into oxathioacetals and dithioacetals
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A simple and efficient method for the conversion of carbonyl compounds to oxathioacetals and dithioacetals by using polyphosphoric acid supported on silica gel (PPA/SiO2) as an acid catalyst have been developed. PPA/SiO2 is easily re
- Aoyama, Tadashi,Takido, Toshio,Kodomari, Mitsuo
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p. 2307 - 2310
(2007/10/03)
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- Montmorillonite K-10 clay as an efficient solid catalyst for chemoselective protection of carbonyl compounds as oxathiolanes with 2-mercaptoethanol
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Montmorillonite K-10 clay has been found to be a mild and efficient solid catalyst for the protection of a variety of carbonyl compounds, such as oxathiolanes, with 2-mercaptoethanol in good to excellent yields. In addition, by using this catalyst, high chemoselective protection of aldehydes in presence of ketones has been achieved.
- Gogoi, Siddhartha,Borah, Jagat C.,Barua, Nabin C.
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p. 1592 - 1594
(2007/10/03)
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- Ytterbium(III) triflate-catalyzed conversion of carbonyl compounds into 1,3-oxathiolanes in ionic liquids
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The reaction of carbonyl compounds with 2-mercapto-ethanol to prepare 1,3-oxathiolanes has been successfully carried out in ionic liquids using ytterbium(III) triflate as a catalyst. Yields of the products are high and the catalyst can be easily recovered
- Kumar, Anil,Jain, Nidhi,Rana, Sandeep,Chauhan, Shive M. S.
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p. 2785 - 2787
(2007/10/03)
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- Pr(OTf)3 as an efficient and recyclable catalyst for chemoselective thioacetalization of aldehydes
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Praseodymium triflate has been found to be an efficient and recyclable catalyst for chemoselective protection of aldehydes.
- De, Surya Kanta
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p. 2837 - 2840
(2007/10/03)
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- Yttrium triflate as an efficient and useful catalyst for chemoselective protection of carbonyl compounds
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Carbonyl compounds have been successfully converted into their corresponding oxathiolane, dithiolane, and dithiane derivatives with 2-mercaptoethanol, 1,2-ethanedithiol, and 1,3-propanedithiol using catalytic amount of yttrium triflate. In addition, by us
- De, Surya Kanta
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p. 2339 - 2341
(2007/10/03)
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- Molten salt as a green reaction medium: Efficient and chemoselective dithioacetalization and oxathioacetalization of aldehydes mediated by molten tetrabutylammonium bromide
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Tetrabutylammonium bromide in the molten state has been demonstrated to be a very efficient catalyst and reaction medium for the highly chemoselective dithioacetalization and oxathioacetalization of aldehydes. The tetrabutylammonium bromide is recycled fo
- Ranu, Brindaban C.,Das, Arijit
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p. 605 - 608
(2007/10/03)
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- NOVEL METHODS FOR THE TREATMENT OF INFLAMMATORY DISEASES
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Methods of inhibiting the cytokine or biological activity of Macrophage Migration Inhibitory Factor (MIF) comprising contacting MIF with a compound of formula (I) are provided. The invention also relates to methods of treating diseases or conditions where MIF cytokine or biological activity is implicated comprising administration of compounds of formula (I), either alone or as a part of combination therapy. Novel compounds of formula (I) are also provided for.
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- Mild and efficient iodine catalyzed protection of carbonyl compounds as oxathiolane derivatives
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A number of aldehydes and ketones have been protected as their corresponding 1,3-oxathiolane derivatives with 2-mercaptoethanol using catalytic amount of molecular iodine.
- Rana,Guin,Banerjee,Roy
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p. 1005 - 1006
(2007/10/03)
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- A mild and efficient method for the protection of carbonyl compounds as oxathiolanes, dithiolanes and dithianes catalyzed by molybdenyl acetylacetonate
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Carbonyl compounds have been successfully converted into their corresponding oxathiolane, dithiolane and dithiane derivatives in excellent yields with 2-mercaptoethanol, 1,2-ethanedithiol and 1,3-propanedithiol using a catalytic amount of molybdenyl acety
- Rana, Kalyan Kumar,Guin, Chandrani,Jana, Samaresh,Roy, Subhas Chandra
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p. 8597 - 8599
(2007/10/03)
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- A remarkable bismuth nitrate-catalyzed protection of carbonyl compounds
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Bismuth nitrate has been found to be an outstanding catalyst for the protection of carbonyl compounds as acetal, ketal, mixed ketal and thioketal with an excellent yield.
- Srivastava, Neeta,Dasgupta, Swapan K.,Banik, Bimal K.
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p. 1191 - 1193
(2007/10/03)
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- A useful and catalytic method for protection of carbonyl compounds into the corresponding 1,3-oxathiolanes and deprotection to the parent carbonyl compounds
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A wide variety of carbonyl compounds 1 can be easily protected to the corresponding 1,3-oxathiolanes 2 in good yields in the presence of catalytic amount of perchloric acid in dry CH2Cl2 at 0-5 °C. On the other hand, various 1,3-oxathiolanes 2 can be selectively deprotected to the parent carbonyl compounds 1 in very good yields by H2MoO4·H2O-H2O2 catalyzed oxidation of ammonium bromide in the presence of perchloric acid in CH2Cl2-H2O solvent system. Mild reaction condition, high selectivity, efficient and relatively good yields are some of the major advantages of the procedure.
- Mondal, Ejabul,Sahu, Priti Rani,Khan, Abu T.
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p. 463 - 467
(2007/10/03)
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- Oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds by N-bromosuccinimide: Selectivity and scope
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Efficient oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds have been achieved in high yields employing N-bromosuccinimide as a catalyst.
- Kamal, Ahmed,Chouhan, Gagan,Ahmed, Kaleem
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p. 6947 - 6951
(2007/10/03)
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- A useful and convenient synthetic protocol for interconversion of carbonyl compounds to the corresponding 1,3-oxathiolanes and vice versa employing organic ammonium tribromide (OATB)
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A wide variety of carbonyl compounds 1 can be easily protected selectively as the corresponding 1,3-oxathiolanes 2 in good yields using a catalytic amount (0.01-0.1 equiv.) of n-tetrabutylammonium tribromide in dry CH2Cl2 at 0-5°C. O
- Mondal, Ejabul,Sahu, Priti Rani,Bose, Gopal,Khan, Abu T.
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p. 2843 - 2846
(2007/10/03)
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- Thioacetalization of aldehydes and ketones in the presence of hydroxo complexes of platinum(II): An example of Lewis acid catalytic activity
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The complex [(dppb)Pt(μ-OH)]2(BF4)2 displays high catalytic activity in the thioacetalization of a variety of aldehydes and ketones with mercaptoethanol under very mild conditions. The reaction rate is greatly enhanced by
- Battaglia,Pinna,Strukul
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p. 621 - 625
(2007/10/03)
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- Zirconium tetrachloride (ZrCl4) as an efficient and chemoselective catalyst for conversion of carbonyl compounds to 1,3-oxathiolanes
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Different types of aldehydes and ketones can be efficiently converted into their corresponding 1,3-oxathiolanes using 2-mercaptoethanol (1.5-3.2 equiv.) in the presence of catalytic amount (0.04-0.15 equiv.) of ZrCl4 in CH2Cl2/
- Karimi, Babak,Seradj, Hassan
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p. 805 - 806
(2007/10/03)
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- Transdithioacetalization of acetals, ketals, oximes, enamines and tosylhydrazones catalysed by natural kaolinitic clay
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Natural kaolinitic clay efficiently catalyses the transdithioacetalization of acetals, ketals, oximes, enamines and tosylhydrazones with ethane-1,2-dithiol and propane-1,3-dithiol to produce the corresponding dithiolanes in high yields.
- Jnaneshwara,Barhate,Sudalai,Deshpande,Wakharkar,Gajare,Shingare,Sukumar
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p. 965 - 968
(2007/10/03)
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- Selective Catalytic Transesterification, Transthiolesterification, and Protection of Carbonyl Compounds over Natural Kaolinitic Clay
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Transesterification and transthiolesterification of β-keto esters with variety of alcohols and thiols and selective protection of carbonyl functions with various protecting groups catalyzed by natural kaolinitic clay are described. The clay has been found to be an efficient catalyst in transesterifying long chain alcohols, unsaturated alcohols, and phenols to give their corresponding β-keto esters in high yields. For the first time, transthiolesterification of β-keto esters with a variety of thiols has been achieved under catalytic conditions. Clay also catalyzes selective transesterification of β-keto esters by primary alcohols in the presence of secondary and tertiary alcohols giving corresponding β-keto esters. A systematic study involving the reactivity of different nucleophiles (alcohols, amines, and thiols) toward β-keto esters is also described. Sterically hindered carbonyl groups as well as α,β-unsaturated carbonyl groups underwent protection without the deconjugation of the double bond. Chemoselective protection of aldehydes in the presence of ketones has also been achieved over natural kaolinitic clay.
- Ponde, Datta E.,Deshpande, Vishnu H.,Bulbule, Vivek J.,Sudalai, Ammugam,Gajare, Anil S.
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p. 1058 - 1063
(2007/10/03)
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- Comparative radioprotective activity of various pentagonal compounds with two heteroatomes
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Various heterocyclic compounds with two heteroatomes were synthesized and their potential radioprotective activity was tested. This study shows the interest of phenylthiazolidines derivatives in chemical radioprotection.
- Robbe,Fernandez,Dubief,et al.
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p. 235 - 243
(2007/10/02)
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