4.8 Article

Cobalt-Catalyzed Oxidant-Free Spirocycle Synthesis by Liberation of Hydrogen

Journal

ORGANIC LETTERS
Volume 19, Issue 17, Pages 4640-4643

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02266

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Funding

  1. Natural Science Foundation of China [21472165, 21672186]
  2. Important Project of Zhejiang province [2017C03049]

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The first example of oxidant-free cobalt-catalyzed synthesis of five-membered spirocycles is reported from benzimidates and maleimides utilizing nitrobenzene as promoter. In contrast to previously known cobalt catalyzed oxidative C-H functionalization reactions, this transformation occurs efficiently in the absence of oxidant and is accompanied by liberation of hydrogen. The spiro-lactams were readily achieved by the hydrolysis of as-prepared spirocyclic compounds. The Cp*Rh(III) catalyst shows poor reactivity.

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