62702-78-7Relevant academic research and scientific papers
Novel atom-economic reaction: Comprehensive utilization of S-alkylisothiouronium salt in the synthesis of thioethers and guanidinium salts
Gao, Pengchao,Leng, Penglin,Sun, Qi,Wang, Xin,Ge, Zemei,Li, Runtao
, p. 17150 - 17155 (2013/09/24)
A novel atom-economic three-component one-pot reaction of a primary amine, an S-alkylisothiouronium salt and a Michael receptor is reported, which affords a guanidinium salt and thioether simultaneously. The guanidine moiety is involved in catalyzing the conjugated Michael addition of the mercaptan. The reaction proceeds under ambient conditions using a non-toxic EtOH-H2O mixture as the solvent, and the two products can be very easily purified. Complete atom economy is achieved by fully utilizing the S-alkylisothiouronium salt and converting the previously wasted mercaptan by-product into the valuable thioether.
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
Borax as an efficient metal-free catalyst for hetero-Michael reactions in an aqueous medium
Hussain, Sahid,Bharadwaj, Saitanya K.,Chaudhuri, Mihir K.,Kalita, Harjyoti
, p. 374 - 378 (2007/10/03)
Borax, a naturally occurring material, very efficiently catalyzed the conjugate addition of thiols, dithiols and amines to α,β-unsaturated ketones, nitriles, amides, aldehydes and esters in an aqueous medium to afford the corresponding Michael adducts in good yields at room temperature. Recycling of the catalyst and scaling up of the reactions are important attributes of this catalysis. The reactions of thiols and dithiols were relatively more facile than those of the corresponding amines. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
A simple, efficient, and green procedure for the 1,4-addition of thiols to conjugated alkenes and alkynes catalyzed by sodium acetate in aqueous medium
Ranu, Brindaban C.,Mandal, Tanmay
, p. 223 - 227 (2008/02/10)
A benign and inexpensive salt, sodium acetate, efficiently catalyzes 1,4-addition of thiols to a variety of conjugated alkenes such as ?,?-unsaturated ketones, aldehydes, carboxylic esters, nitriles, nitro compounds, and chalcones in aqueous THF. The reac
Thia-Michael addition reactions using 2-[bis(alkylthio)methylene]-3-oxo-N- o-tolylbutanamides as odorless and efficient thiol equivalents
Dong, Dewen,Yu, Haifeng,Ouyang, Yan,Liu, Qun,Bi, Xihe,Lu, Yumei
, p. 283 - 287 (2007/10/03)
A series of 2-[bis(alkylthio)methylene]-3-oxo-N-o-tolylbutanamides 1 have been investigated as nonthiolic and odorless thiol equivalents in thia-Michael addition reactions. The cleavage of compounds 1 is initiated by NaOH in EtOH; the in situ generated th
Catalyst-free conjugated addition of thiols to α,β-unsaturated carbonyl compounds in water
Khatik, Gopal L.,Kumar, Raj,Chakraborti, Asit K.
, p. 2433 - 2436 (2007/10/03)
Catalyst-free conjugate addition of thiols to α,β-unsaturated carbonyl compounds in water is reported. β-Sulfido carbonyl compounds were formed at room temperature, in short times and with excellent chemoselectivity. Competitive dithiane/dithiolane format
Perchloric acid impregnated on silica gel (HClO4/SiO 2): A versatile catalyst for Michael addition of thiols to the electron-deficient alkenes
Khan, Abu T.,Ghosh, Subrata,Choudhury, Lokman H.
, p. 2226 - 2231 (2007/10/03)
Perchloric acid adsorbed on silica gel (HClO4X/SiO2) has been found to be a highly efficient and versatile catalyst for the Michael addition of thiols to a wide variety of conjugated alkenes such as α,α-unsaturated ketones, carboxylic esters, nitriles, amides and chalcones in dichloromethane or methanol at room temperature. The reactions are completed within 2-20 min in high yields. Some of the additional advantages are: no aqueous work-up is necessary, and the catalyst is also reusable. Moreover, the solid product can be obtained without chromatographic separation. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Copper(II) tetrafluoroborate as a novel and highly efficient catalyst for Michael addition of mercaptans to α,β-unsaturated carbonyl compounds
Garg, Sanjeev K.,Kumar, Raj,Chakraborti, Asit K.
, p. 1721 - 1724 (2007/10/03)
Copper(II) tetrafluoroborate has been found to be a new and highly efficient catalyst for Michael addition of thiols to α,β-unsaturated carbonyl compounds under solvent-free conditions and in H2O at room temperature. The reactions are very fast
Zinc perchlorate hexahydrate catalysed conjugate addition of thiols to α,β-unsaturated ketones
Garg, Sanjeev K.,Kumar, Raj,Chakraborti, Asit K.
, p. 1370 - 1374 (2007/10/03)
Zn(II) perchlorate hexahydrate has been found to be a new and efficient catalyst for conjugate addition of thiols to α,β-unsaturated ketones under solvent-free conditions at room temperature. The reaction of aryl, arylalkyl and alkyl thiols with cyclic an
