4.6 Article

Rapid Synthesis of Zwitterionic Phosphonium Benzoates by a Three-Component Coupling Involving Phosphines, Arynes and CO2

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 15, Issue 14, Pages 2203-2207

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.202000610

Keywords

arynes; multicomponent coupling; phosphines; carbon dioxide; zwitterions

Funding

  1. Science and Engineering Research Board (SERB), Government of India [DIA/2018/000018]
  2. CSIR
  3. IISc

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A mild and easy to perform multicomponent coupling involving phosphines, arynes generated from 2-(trimethylsilyl)aryl triflates, and CO(2)allowing the transition-metal-free synthesis of zwitterionic phosphonium benzoates has been developed. The reaction proceeds via the generation of 1 : 1 zwitterionic intermediates from phosphines and arynes followed by the interception with CO(2)to deliver the carboxylates in moderate to good yields instead of the anticipated benzooxaphosphol-3(1H)-ones.

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