Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 5, Pages 1032-1035Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201605336
Keywords
alkyne; aminosulfonylation; difluoroalkylation; photocatalysis; sulfur dioxide
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Funding
- National Natural Science Foundation of China [21372046, 21532001, 21672037]
- Opening Project of Gannan Medical University Collaborative Innovation Center
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A photoinduced vicinal difluoroalkylation and aminosulfonylation of alkynes under photocatalysis was realized. The combination of ethyl 2-bromo-2,2-difluoroacetate, alkynes, and DABCO center dot(SO2)(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.
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