5452-33-5Relevant articles and documents
One-pot efficient synthesis of β-aryl-β-sulfanyl ketones via a four-component reaction of alkyl halides, thiourea benzaldehydes and acetophenones
Abbasi, Mohammad,Nowrouzi, Najmeh,Mousavi, Saadat
, (2019/12/27)
A one-pot efficient synthesis of β-aryl-β-sulfanyl ketones is introduced via a tandem aldol condensation-thia-Michael addition process using NaOH in the poly ethylene glycol (PEG-200). Addition of different thiols in situ generated from the reaction of al
Bi(OTf)3 catalyzed synthesis of acyclic β-sulfanyl ketones via a tandem Meyer-Schuster rearrangement/conjugate addition reaction
Wang, Yuan,Yin, Yan,Zhang, Qinglin,Pan, Wanyong,Guo, Huifeng,Pei, Keke
, p. 2030 - 2034 (2019/07/03)
A new strategy to prepare acyclic β-carbonyl thioethers from propargyl alcohols and sulfur nucleophiles is reported. The investigation of the reaction substrates scope indicated that primary 3-aryl propargyl alcohols and thiols underwent the transformation smoothly. The reaction probably proceeded a Bi(OTf)3-catalyzed tandem Meyer-Schuster rearrangement of 3-aryl propargyl alcohol, followed by a thiol Michael conjugate addition of thiols to in situ generated α, β-unsaturated ketones. The method was 100% atom economic, high-yielding, and easy to handle, making it a valuable method for the construction of β-carbonyl sulfides.
An odorless thia-Michael addition using Bunte salts as thiol surrogates
Lin, Ya-Mei,Lu, Guo-Ping,Cai, Chun,Yi, Wen-Bin
, p. 27107 - 27111 (2015/03/30)
A newly developed C-S bond formation process via acid-catalyzed thia-Michael addition has been demonstrated. The protocol, in which Bunte salts generated from odorless and inexpensive sodium thiosulfate and organic halides are used as the thiol precursors, provides an efficient approach for the synthesis of β-sulfido carbonyl compounds.
Bifunctional acid-base ionic liquid for the one-pot synthesis of fine chemicals: Thioethers, 2H-chromenes and 2H-quinoline derivatives
Climent, Maria J.,Iborra, Sara,Sabater, Maria J.,Vidal, Juan D.
, p. 27 - 38 (2014/06/10)
A bifunctional organocatalyst with ionic liquid properties and with an optimized distance between the acid and basic sites efficiently activates electron deficient olefins for 1,4 conjugated addition, which can be incorporated in different one-pot transformations for the preparation of cyclic and acyclic compounds of biological and synthetic interest. More specifically, the catalyst can be successfully applied for different carbon-carbon (CC) and carbon-heteroatom (C-N, C-O, C-S) bond forming reactions integrated in a cascade sequence. The activity of the organocatalyst has been compared with that of structurally related monofunctional and bifunctional catalysts. The most attractive features of this procedure are the high atom economy and the use of inexpensive starting materials as well as the use of an environmentally friendly catalyst that can be easily recovered due to its ionic liquid properties.
Synthesis of biphenyl-based ligand: Application in copper-mediated chemoselective michael reaction
Sundar, M. Shyam,Bedekar, Ashutosh V.
supporting information, p. 3582 - 3593 (2015/08/11)
A biphenyl-based ligand attached was synthesized and screened in copper-mediated Michael reaction. The catalyst system works well with carbon or sulfur nucleophiles as Michael donors and cyclohexenone or chalcones as the acceptors under mild and neutral r
Novel and versatile methodology for synthesis of β-aryl-β- mercapto ketone derivatives as potential urease inhibitors
Ahari-Mostafavi, Mohammad Mahdi,Sharifi, Ali,Mirzaei, Mojtaba,Amanlou, Massoud
, p. 1113 - 1119 (2014/08/05)
The objective was to obtain new scaffold of compounds possessing anti-urease activity. For this new and simple method for the synthesis of β-aryl-β-mercapto ketone derivatives based on Michael addition of thiophenol to chalcones in an ionic liquid as a so
Mild hydrosulfenylation of Olefins under neutral conditions using a defined NHC-ligated iron-sulfur catalyst
Alt, Isabel,Rohse, Philipp,Plietker, Bernd
, p. 3002 - 3005 (2014/01/06)
A defined NHC-Fe-S complex proved to be an efficient catalyst for the selective hydrosulfenylation of α,β-unsaturated ketones or vinylnitriles. A wide range of different aliphatic thiols were transferred in this atom-economic reaction into the correspondi
An efficient tandem aldol condensation-thia-Michael addition process
Abaee, M. Saeed,Cheraghi, Somayeh,Navidipoor, Somayeh,Mojtahedi, Mohammad M.,Forghani, Soodabeh
, p. 4405 - 4408 (2012/09/25)
An efficient synthesis of β-aryl-β-mercapto ketones is achieved via a tandem aldol condensation-thia-Michael addition process using an aqueous medium and diethylamine. Addition of different thiols to α,β- unsaturated ketones, formed in situ from the condensation of acetophenone derivatives with aldehydes, led to a rapid and high yielding synthesis of the products under very mild conditions using no expensive additive or catalyst. Products which precipitated spontaneously in the reaction mixtures were separated by simple filtration and purified by recrystallization.
Sc(III)-catalyzed enantioselective addition of thiols to α,β-unsaturated ketones in neutral water
Bonollo, Simona,Lanari, Daniela,Pizzo, Ferdinando,Vaccaro, Luigi
supporting information; body text, p. 2150 - 2152 (2011/06/21)
Chemical equations presented. This report concerns Lewis acid catalyzed enantioselective sulfa-Michael addition in neutral water by using a very efficient Sc(OTf)3/bipyridine 1 catalytic system. It is noteworthy that the protocol presented empl
A mild and highly efficient one-pot three-component reaction for carbon-sulfur bond formation catalyzed by potassium tert-butoxide
Movassagh, Barahman,Rakhshani, Amir
, p. 1179 - 1182 (2012/01/05)
Potassium tert-butoxide has been found to be a highly efficient catalyst for one-pot, three-component reaction of aryl aldehydes, acetophenones, and thiols via Claisen-Schmidt/Michael addition reactions for the synthesis of thia-Michael adducts in high yields. The reactions are best carried out in tert-butyl alcohol at room temperature.
