4.7 Article

Multicomponent Reaction of Phosphines, Benzynes, and CO2: Facile Synthesis of Stable Zwitterionic Phosphonium Inner Salts

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 14, Pages 8872-8880

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00745

Keywords

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Funding

  1. National Natural Science Foundation of China [21462034]
  2. Excellent Young Teachers Plan of Bingtuan [2017CB001, CZ027203]
  3. International Cooperation Project of Shihezi University [GJHZ201801]

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The first synthesis of benzyne-derived stable zwitterions is reported. Benzynes generated in situ from 2-(trimethylsilyl)aryl triflates undergo a multicomponent reaction with phosphines and CO2 to produce the stable 1,5-zwitterionic species in moderate to excellent isolated yields, which provides a novel method for the preparation of phosphonium inner salts under mild and transition-metal-free conditions.

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