10439-23-3Relevant articles and documents
A SIMPLE AND EFFICIENT PREPARATION OF SULFINYL CHLORIDES FROM DISULFIDES AND SULFURYL CHLORIDE
Youn, Joo-Hack,Herrmann, Rudolf
, p. 1493 - 1494 (1986)
Disulfides react with sulfuryl chloride in the presence of acetic acid to form the corresponding sulfinyl chlorides in nearly quantitative yield.
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.
, p. 1265 - 1268 (2017)
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.
Protonation of sulfinamides. Does it occur at oxygen or nitrogen?
Bujnicki, Bogdan,Drabowicz, Jozef,Mikolajczyk, Marian,Kolbe, Alfred,Stefaniak, Lech
, p. 7593 - 7596 (1996)
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Improved Preparation of Optically Active Methyl p-Tolyl Sulfoxide
Solladie, Guy,Hutt, Jean,Girardin, Andre
, p. 173 (1987)
An improved large scale procedure for the preparation of optically pure methyl p-tolyl sulfoxide is described as well as a large scale preparation of optically pure (-) menthyl (S)-p-tolylsulfinate
Visible Light-Promoted Synthesis of β-Keto Sulfoximines from N-Tosyl-Protected Sulfoximidoyl Chlorides
Shi, Peng,Tu, Yongliang,Wang, Chenyang,Ma, Ding,Bolm, Carsten
, p. 3817 - 3824 (2022/02/05)
Under visible light, N-tosyl-protected sulfoximidoyl chlorides react with aryl alkynes to give β-keto sulfoximines. The reaction is characterized by a high functional group tolerance and good yields. It can be improved by the presence of a ruthenium photo
Exploiting Configurational Lability in Aza-Sulfur Compounds for the Organocatalytic Enantioselective Synthesis of Sulfonimidamides
Dewez, Damien F.,Hall, Adrian,Martínez Lamenca, Carolina,Tilby, Michael J.,Willis, Michael C.
supporting information, p. 25680 - 25687 (2021/11/09)
Methods for establishing the absolute configuration of sulfur-stereogenic aza-sulfur derivatives are scarce, often relying on cumbersome protocols and a limited pool of enantioenriched starting materials. We have addressed this by exploiting, for the first time, a feature of sulfonimidamides in which it is possible for tautomeric structures to also be enantiomeric. Such sulfonimidamides can readily generate prochiral ions, which we have exploited in an enantioselective alkylation process. Selectivity is achieved using a readily prepared bis-quaternized phase-transfer catalyst. The overall process establishes the capability of configurationally labile aza-sulfur species to be used in asymmetric catalysis.
Sulfur(IV)-Mediated Unsymmetrical Heterocycle Cross-Couplings
Zhou, Min,Tsien, Jet,Qin, Tian
supporting information, p. 7372 - 7376 (2020/04/09)
Despite the tremendous utilities of metal-mediated cross-couplings in modern organic chemistry, coupling reactions involving nitrogenous heteroarenes remain a challenging undertaking – coordination of Lewis basic atoms into metal centers often necessitate elevated temperature, high catalyst loading, etc. Herein, we report a sulfur (IV) mediated cross-coupling amendable for the efficient synthesis of heteroaromatic substrates. Addition of heteroaryl nucleophiles to a simple, readily-accessible alkyl sulfinyl (IV) chloride allows formation of a trigonal bipyramidal sulfurane intermediate. Reductive elimination therefrom provides bis-heteroaryl products in a practical and efficient fashion.