4.7 Article

Dinuclear gold-catalyzed C-H bond functionalization of cyclopropenes

Journal

SCIENCE CHINA-CHEMISTRY
Volume 64, Issue 11, Pages 1958-1963

Publisher

SCIENCE PRESS
DOI: 10.1007/s11426-021-1031-x

Keywords

cyclopropenes; gold catalysis; allylation; alkynylation; C-H activation

Funding

  1. National Natural Science Foundation of China [22001116, 22001117, 21971111, 21971108, 21732003]
  2. Natural Science Foundation of Jiangsu Province [BK20190006, BK20190285]
  3. Fundamental Research Funds for the Central Universities [020514380252]
  4. Innovation & Entrepreneurship Talents Plan of Jiangsu Province
  5. Guangdong Basic and Applied Basic Research Foundation [2020A1515110816]
  6. Foundation of Advanced Catalytic Engineering Research Center of the Ministry of Education of Hunan University

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This study reports an unprecedented C-H bond functionalization of cyclopropenes enabled by dinuclear gold catalysis, resulting in highly selective C-H allylation, alkynylation, and halogenation reactions with organic halides. The reaction does not require strong external oxidants and affords access to functionalized cyclopropenes in moderate to good yields. The reductive elimination process for construct C-C or C-X bonds can be controlled by using different dinuclear gold catalysts.
We report an unprecedented C-H bond functionalization of cyclopropenes enabled by dinuclear gold catalysis. Highly selective C-H allylation, alkynylation and halogenation of cyclopropenes with organic halides have been realized. The reaction does not require strong external oxidants and affords access to functionalized cyclopropenes in moderate to good yields. The reductive elimination process to controllably construct C-C or C-X bonds can be tuned by using different dinuclear gold catalysts.

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