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Vicinal Difluoroalkylation and Aminosulfonylation of Alkynes under Photoinduced Conditions
Author(s) -
Xiang Yuanchao,
Li Yuewen,
Kuang Yunyan,
Wu Jie
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201605336
Subject(s) - vicinal , chemistry , organic chemistry
A photoinduced vicinal difluoroalkylation and aminosulfonylation of alkynes under photocatalysis was realized. The combination of ethyl 2‐bromo‐2,2‐difluoroacetate, alkynes, and DABCO⋅(SO 2 ) 2 with hydrazines, catalyzed by 9‐mes‐10‐methyl acridinium perchlorate in the presence of visible light, afforded ( E )‐ethyl 2,2‐difluoro‐4‐aryl‐4‐sulfamoylbut‐3‐enoates in good yields with high stereoselectivity. This four‐component reaction proceeds through radical addition with the insertion of sulfur dioxide.