4.6 Article

Transition metal-free annulative vinylene transfer via the 1,3-dipolar reaction of N-ylides: access to benzo-fused indolizines

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 20, Issue 48, Pages 9604-9608

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ob01846b

Keywords

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Funding

  1. Guangdong Pharmaceutical University
  2. Innovation and Strong School Project of Guangdong Pharmaceutical University
  3. [51361303]
  4. [51361304]
  5. [2021ZDZX2028]

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An efficient metal-free protocol for the synthesis of benzo-fused indolizines has been developed using 1,3-dipolar cycloadditions of N-ylides with vinylene carbonate. Vinylene carbonate serves as an acetylene surrogate without the need for an external oxidant. This transformation allows for the direct construction of versatile benzo-fused indolizine derivatives in moderate to good yields.
An efficient metal-free annulative vinylene transfer protocol for the synthesis of benzo-fused indolizines via 1,3-dipolar cycloadditions of N-ylides with vinylene carbonate has been developed. Vinylene carbonate serves as an acetylene surrogate without any external oxidant involved. This transformation leads to the direct construction of versatile benzo-fused indolizine derivatives in moderate to good yields.

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