50461-99-9Relevant academic research and scientific papers
Photo-biocatalytic One-Pot Cascades for the Enantioselective Synthesis of 1,3-Mercaptoalkanol Volatile Sulfur Compounds
Lauder, Kate,Toscani, Anita,Qi, Yuyin,Lim, Jesmine,Charnock, Simon J.,Korah, Krupa,Castagnolo, Daniele
supporting information, p. 5803 - 5807 (2018/04/19)
The synthesis of enantiomerically pure 1,3-mercaptoalkanol volatile sulfur compounds through a one-pot photo-biocatalytic cascade reaction is described. Two new KRED biocatalysts with opposite enantioselectivity were discovered and proved to be efficient
Conjugate addition of unactivated thiols to α,β-unsaturated ketones catalyzed by a bifunctional rhenium(V)-oxo complex
Peng, Allan,Rosenblatt, Ross,Nolin, Kristine
supporting information; experimental part, p. 2712 - 2714 (2012/07/14)
ReOCl3(OPPh3)(S(CH3)2) has been found to be an efficient bifunctional catalyst for the 1,4-addition of thiols to α,β-unsaturated ketones. The addition of thiophenol derivatives and alkyl thiols proceeds under mi
Ionic liquid/PPh3 promoted cleavage of diphenyl disulfide and diselenide: A straight-forward metal-free one-pot route to the synthesis of unsymmetrical sulfides and selenides
Banerjee, Subhash,Adak, Laksmikanta,Ranu, Brindaban C.
supporting information; experimental part, p. 2149 - 2152 (2012/05/05)
A metal-free cleavage of diphenyl disulfide and diphenyl diselenide has been achieved using ionic liquid/triphenyl phosphine (PPh3) and a convenient protocol for the one-pot synthesis of unsymmetrical sulfides and selenides by condensing 'in situ' generated thiolate or selenate anion with alkyl halides has been developed. In addition, 1,4-conjugate addition of the generated thiolate anions to activated alkenes has also been demonstrated. The ionic liquid, 1-methyl-3-pentyl imidazolium bromide, [pmIm]Br plays a crucial role in promoting the course of the reactions and shows superior activity and selectivity compared to other solvents. The [pmIm]Br has been reused for at least five times without appreciable loss of activity.
Fluoroboric acid adsorbed on silica-gel (HBF4-SiO2) as a new, highly efficient and reusable heterogeneous catalyst for thia-Michael addition to α,β-unsaturated carbonyl compounds
Sharma, Gaurav,Kumar, Raj,Chakraborti, Asit K.
, p. 4272 - 4275 (2008/09/21)
Fluoroboric acid adsorbed on silica-gel (HBF4-SiO2) has been found to be a new and highly efficient heterogeneous catalyst for thia-Michael addition to α,β-unsaturated carbonyl compounds under solvent-free conditions. In the case of
Scope and limitations of HClO4-SiO2 as an extremely efficient, inexpensive, and reusable catalyst for chemoselective carbon-sulfur bond formation
Khatik, Gopal L.,Sharma, Gaurav,Kumar, Raj,Chakraborti, Asit K.
, p. 1200 - 1210 (2007/10/03)
The scope and limitations of perchloric acid adsorbed on silica gel (HClO4-SiO2) as a highly efficient, inexpensive, and reusable catalyst for chemoselective carbon-sulfur bond formation by conjugate addition of thiols to α,β-unsatur
Efficient synthesis of β-alkyl/arylsulfanyl carbonyl compounds by In-TMSCl-promoted cleavage of dialkyl/diaryl disulfides and subsequent Michael addition
Ranu, Brindaban C.,Mandal, Tanmay
, p. 1517 - 1523 (2008/02/03)
A convenient and efficient procedure for the synthesis of β-alkyl/arylsulfanyl carbonyl compounds has been developed by a simple one-pot reaction of dialkyl/diaryl sulfides with α,β-unsaturated aldehydes, ketones, carboxylic esters, and nitriles in presence of indium and trimethylsilyl chloride under sonication. Copyright Taylor & Francis Group, LLC.
L-proline catalyzed michael additions of thiophenols to α,βunsaturated compounds, particularly α-enones, in the ionic liquid [bmim]PF6
Kotrusz, Peter,Toma, Stefan
, p. 197 - 205 (2007/10/03)
L-Proline catalyzed additions of 13 different thiols to 11 different a-enone Michael acceptors in [bmim] PF6 are reported. Reasonable to high yields of the reaction products were isolated in most cases.
Indium(I) iodide promoted cleavage of dialkyl disulfides - Application of the Michael addition of thiolate anions to conjugated carbonyl compounds and regioselective ring opening of epoxides
Ranu, Brindaban C.,Mandal, Tanmay
, p. 762 - 770 (2007/10/03)
Indium(I) iodide promotes cleavage of dialkyl disulfides generating thiolate anions that then undergo facile addition to α,β-unsaturated ketones, aldehydes, carboxylic esters, and nitriles under neutral conditions producing corresponding β-ketosulfides or β-cyanosulfides. This strategy has also been used for the regioselective nucleophilic ring opening of epoxides by thiolate anions in presence of indium(III) chloride producing corresponding β-hydroxyphenyl sulfides. The reactions are in general, very clean, high yielding, and reasonably fast. Thus, simple and convenient procedures for the synthesis of β-ketosulfides or β-cyanosulfides and β-hydroxyalkyl sulfides have been developed using this cleavage reaction.
Indium(I) iodide-promoted cleavage of dialkyl disulfides and subsequent Michael addition of thiolate anions to conjugated carbonyl compounds
Ranu, Brindaban C.,Mandal, Tanmay
, p. 1239 - 1242 (2007/10/03)
Indium(I) iodide promotes cleavage of dialkyl disulfides generating thiolate anions which then undergo facile addition to α,β-unsaturated ketones, aldehydes, carboxylic esters and nitriles under neutral conditions producing corresponding β-keto or β-cyano
Catalysis by an ionic liquid: Efficient conjugate addition of thiols to electron deficient alkenes catalyzed by molten tetrabutylammonium bromide under solvent-free conditions
Ranu, Brindaban C.,Dey, Suvendu S.,Hajra, Alakananda
, p. 2417 - 2421 (2007/10/03)
An inexpensive and readily available ionic liquid, tetrabutylammonium bromide in the molten state, efficiently catalyzes the conjugate addition of thiols to α,β-unsaturated nitriles, carboxylic ester, ketones and aldehydes as well as nitro olefins.
