期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 14, 页码 4700-4704出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201814509
关键词
alkene functionalization; aza-Wacker cyclization; copper; electrochemical organic synthesis; radical reactions
资金
- EPFL
In oxidative electrochemical organic synthesis, radical intermediates are often oxidized to cations on the way to final product formation. Herein, we describe an approach to transform electrochemically generated organic radical intermediates into neutral products by reaction with a metal catalyst. This approach combines electrochemical oxidation with Cu catalysis to effect formal aza-Wacker cyclization of internal alkenes. The Cu catalyst is essential for transforming secondary and primary alkyl radical intermediates into alkenes. A wide range of 5-membered N-heterocycles including oxazolidinone, imidazolidinone, thiazolidinone, pyrrolidinone, and isoindolinone can be prepared under mild conditions.
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