An oxidative trifunctionalization of arylalkynoates has been devised via the chalcogenide radical triggered intramolecular 1,4-aryl migration/decarboxylation cascade to prepare 1,1-dichalcogenide tetrasubstituted alkenes in high yields (up to 98 %). This operationally simple reaction proceeds under metal-free conditions, can be executed on gram scale, and highlights formal 1,1-difunctionalization
Synthesis of Trisubstituted Vinyl Sulfides via Oxidative Thiolation Initiated Cascade Reaction of Alkynoates with Thiols
作者:Shengyang Ni、Lijun Zhang、Wenzhong Zhang、Haibo Mei、Jianlin Han、Yi Pan
DOI:10.1021/acs.joc.6b01770
日期:2016.10.7
cascade reaction of aryl alkynoates has been developed with thiol as a coupling partner. This radical process has been demonstrated to proceed through S–H bond cleavage, thiolation of alkynoate, aryl migration, and decarboxylation. This reaction tolerates a wide scope of substrates resulting in good chemical yields, which provides an easy and practical strategy for preparation of trisubstituted vinyl