103575-38-8Relevant articles and documents
Iron-catalysed carbene-transfer reactions of diazo acetonitrile
Empel, Claire,Hock, Katharina J.,Koenigs, Rene M.
, p. 7129 - 7133 (2018)
A continuous-flow protocol for the synthesis of diazo acetonitrile was developed. It was further applied in iron-catalysed insertion reactions of diazo acetonitrile into N-H and S-H bonds to yield valuable α-substituted acetonitrile, including gram-scale synthesis.
Dealkylative intercepted rearrangement reactions of sulfur ylides
Empel, Claire,Hock, Katharina J.,Koenigs, Rene M.
supporting information, p. 338 - 341 (2019/01/09)
Sulfur ylides are well-known to undergo sigmatropic rearrangement reaction. Herein, we describe a novel reactivity of sulfur ylides, which provides access to the product of a formal functional group metathesis upon dealkylative interception of the rearrangement process. Using a simple iron catalyst and in situ generated diazoalkanes this method provides access to α-mercaptoacetonitrile derivatives.
Cs2CO3-promoted carbon–sulfur bond construction via cross dehydrogenative coupling of thiophenols with acetonitrile
Chen, Qian,Huang, Yulin,Wang, Xiaofeng,Wen, Chunxiao,Yan, Xinxing,Zeng, Jiekun
supporting information, p. 3928 - 3931 (2017/09/21)
A novel protocol for the construction of carbon–sulfur bonds has been achieved via halogen-free Cs2CO3-promoted cross dehydrogenative coupling (CDC) of thiophenols with acetonitrile. This transformation provides a straightforward route to the synthesis of sulfenylated acetonitriles in up to 80% yield.
Rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/ arylsulfonyl)acetonitriles: Efficient synthesis of (Z)-β- sulfonylvinylamines and β-Keto sulfones
Tsui, Gavin Chit,Glenadel, Quentin,Lau, Chan,Lautens, Mark
supporting information; experimental part, p. 208 - 211 (2011/03/19)
An efficient rhodium(I)-catalyzed addition of arylboronic acids to (benzyl-/arylsulfonyl)acetonitrile is described. Novel β-sulfonylvinylamine products are formed in a stereoselective fashion (Z-alkene). Upon hydrolysis, useful β-keto sulfones are obtained with a broad scope of aryl and sulfonyl substituents.
