Alkyl and silyl radicals react with S-azirinyl xanthates at the nitrogen atom, while stannyl radicals – at the sulfur atom, leading in two different ways to the formation of azirine ring expansion products, 2-alkoxythiazole-5-carboxylic esters.
We propose a refined decomposition mechanism for nickel xanthates based on decomposition product analyses, and investigate the NiS phase formation.
This review provides a systematic overview of radical-mediated C–O bond cleavage of alcohols in photocatalysis, detailing radical generation mechanisms and transformation pathways across diverse reactions.
SmI2-mediated radical cyclization of a xanthate ester derived from a 1,3-disubstituted tetrahydro-β-carboline having an α,β-unsaturated ester appendage led to an indole-fused azabicyclo[3.3.1]nonane framework.
Direct dehydroxy(sulfhydryl)xanthylation of a wide range of alcohols and thiols via electrophilic N-xanthate/xanthamide/thioxanthate phthalimides was investigated in an umpolung Mitsunobu-type manner under mild conditions.