98147-48-9Relevant academic research and scientific papers
Sodium Arenesulfinates-Involved Sulfinate Synthesis Revisited: Improved Synthesis and Revised Reaction Mechanism
Ji, Yuan-Zhao,Li, Hui-Jing,Zhang, Jin-Yu,Wu, Yan-Chao
, p. 1846 - 1855 (2019/02/14)
Reaction of alcohols with sodium arenesulfinates could afford either sulfones or sulfinates, and O-attack of sulfinate anions onto the in situ generated carbocation intermediates from alcohols was the previous proposed reaction mechanism in many syntheses of sulfinates. This concept, which is often used consciously or unconsciously, was revised herein by using isotopic labeling experiments and development of an improved sulfinate synthesis. The improved sulfinate synthetic protocol possesses many advantages such as a high sulfinate/sulfone selectivity, a broad substrate scope, metal-free, and mild reaction conditions. The revised reaction mechanism necessitates revision of many previous proposed reaction mechanisms in literatures.
Non-expensive, open-flask and selective catalytic systems for the synthesis of sulfinate esters and thiosulfonates
Tranquilino, Arisson,Andrade, Silvia R.C.P.,da Silva, Ana Paula M.,Menezes, Paulo H.,Oliveira, Roberta A.
supporting information, p. 1265 - 1268 (2017/03/10)
Two simple and efficient methods for the synthesis of sulfinate esters and thiosulfonates from sodium salts of sulfinic acids are described. Different alcohols were converted into the corresponding sulfinate esters in good yields and purity in an open flask. By the adjustment of the reaction conditions thiosulfonates could also be obtained in a very short reaction time.
Highly diastereoselective synthesis and easy method for synthesis of optically active sulfinate esters from aromatic disulfides
Hajipour,Islami
, p. 536 - 538 (2007/10/03)
One-step synthesis of chiral aromatic sulfinate esters 2 from aromatic disulfides 1 using lead tetraacetate is reported. The yields are good to excellent and diastereoselectivity is high.
The 'Thio-Arbuzov' reaction of sulfenate esters with sulfenyl chlorides: Fate of the thiosulfinate product
Brown, Charles,Evans, Graham R.
, p. 9101 - 9104 (2007/10/03)
The further reaction of thiosulfinate esters (putative products of the 'Thio-Arbuzov' reaction of sulfenate esters with sulfenyl chlorides) with sulfenyl chlorides and sulfenate esters has been studied. In the former case, sulfinyl chlorides and disulfides are formed. In the latter case sulfinate esters and disulfides are obtained. Copyright (C) 1996 Elsevier Science Ltd.
O-sulfinylation with methanesulfonyl cyanide or p-toluenesulfonyl cyanide and DBU
Barton,Jaszberenyi,Theodorakis
, p. 2585 - 2588 (2007/10/02)
Reaction of methanesulfonyl cyanide or p-toluenesulfonyl cyanide with alcohols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) gives sulfinates in good yield. A mechanistic scheme involving sulfinyl cyanates is suggested.
SYNTHESES ASYMETRIQUES DE β-HYDROXYACIDES PAR CONDENSATION D'ANIONS ENOLATES D'ESTERS α-SULFINYLE CHIRAUX SUR DES COMPOSES CARBONYLES
Mioskowski, Charles,Solladie, Guy
, p. 227 - 236 (2007/10/02)
A stereospecific synthesis of (R)-(+)-t-butyl p-tolylsulfinyl acetate 2 is described.The aldol-type condensation of this reagent leads to β-hydroxyacids in good chemical and optical yields.The determination of the absolute configuration of the condensatio
