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.
Direct Conversion of Thiols to Sulfinyl Chlorides by Sulfuryl Chloride
Youn, Joo-Hack,Herrmann, Rudolf
, p. 72 - 73 (1987)
Sulfinyl chlorides are prepared in quantitative yield by the reaction of thiols with sulfuryl chloride/acetic acid at low temperature.
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
Efficient diastereoselective intermolecular rhodium-catalyzed C-H amination
Liang, Chungen,Robert-Peillard, Fabien,Fruit, Corinne,Mueller, Paul,Dodd, Robert H.,Dauban, Philippe
, p. 4641 - 4644 (2006)
(Chemical Equation Presented) Successful matchmaking: The combination of a chiral nitrene precursor with a chiral rhodium(II) catalyst is the key factor that allows efficient intermolecular regioselective C-H amination. Good-to-excellent yields and excellent diastereoselectivities can be obtained with a stoichiometric amount of the C-H bond containing substrate. nttl = N-1,8-naphthoyl-tert-leucine.
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
Regio- and Stereoselective Chloro Sulfoximidations of Terminal Aryl Alkynes Enabled by Copper Catalysis and Visible Light
Shi, Peng,Tu, Yongliang,Zhang, Duo,Wang, Chenyang,Truong, Khai-Nghi,Rissanen, Kari,Bolm, Carsten
supporting information, p. 2552 - 2556 (2021/03/19)
By visible-light photoredox catalysis with copper complexes, sulfoximidoyl chlorides add to terminal aryl alkynes to give the corresponding (E)-β-chlorovinyl sulfoximines with exclusive regio- and stereoselectivities in high yields. Two representative pro
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.
Direct conversion of sulfinamides to thiosulfonates without the use of additional redox agents under metal-free conditions
Ji, Yuan-Zhao,Li, Hui-Jing,Wang, Jun-Hu,Wu, Yan-Chao,Zhang, Chi
supporting information, p. 9291 - 9298 (2021/11/13)
Direct conversion of sulfinamides to thiosulfonates is described. Without the use of additional redox agents, the reaction proceeds smoothly in the presence of TFA under metal-free conditions. This protocol possesses many advantages such as odourless and stable starting materials, broad substrate scope, selective synthesis, and mild reaction conditions. This journal is
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.
