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

An efficient metal-free annulative vinylene transfer protocol for the synthesis of benzo-fused indolizines 1,3-dipolar cycloadditions of -ylides with vinylene carbonate has been developed. Vinylene carbonate serves as an acetylene surrogate without any external oxidant involved. This transformation...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2022-12, Vol.20 (48), p.9604-9608
Main Authors: Zhao, Limin, Li, Wen, Liu, Jiali, Ni, Linying, Liu, Zhihao, Shen, Hao, Cao, Hua, Liu, Xiang
Format: Article
Language:English
Subjects:
Acetylene
Oxidants
Oxidizing agents
Transition metals
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Summary:An efficient metal-free annulative vinylene transfer protocol for the synthesis of benzo-fused indolizines 1,3-dipolar cycloadditions of -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.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob01846b