4.7 Article

Visible-light-promoted divergent functionalizations of methylenecyclopropanes

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 8, Issue 22, Pages 6300-6308

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01187a

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Funding

  1. Top Youth Talent Fund of Zhengzhou University
  2. NFSC-joint fund for talent cultivation in Henan Province [U1404206]

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A new synthetic method has been developed for the synthesis of various compounds via visible-light-promoted radical monofunctionalization and difunctionalization of methylenecyclopropanes. The reaction conditions are simple and convenient, with moderate to excellent yields, a wide substrate scope, and tolerance for different functional groups. The possible radical mechanism has been investigated and proven to be a single electron transfer (SET) procedure.
Simple and convenient visible-light-promoted radical monofunctionalization and difunctionalization of methylenecyclopropanes via ring-opening and cyclization processes have been developed for the syntheses of difluoromethyl compounds, alkyl compounds, halides, and sulfonyl compounds in moderate to excellent yields. The methodologies feature a wide substrate scope and tolerate various functional groups. A possible radical mechanism has been investigated and proven as a single electron transfer (SET) procedure.

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