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Rapid Synthesis of Zwitterionic Phosphonium Benzoates by a Three‐Component Coupling Involving Phosphines, Arynes and CO 2
Author(s) -
Bhattacharjee Subrata,
Raju Anjali,
Gaykar Rahul N.,
Gonnade Rajesh G.,
Roy Tony,
Biju Akkattu T.
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202000610
Subject(s) - aryne , benzoates , phosphonium , chemistry , aryl , trimethylsilyl , component (thermodynamics) , medicinal chemistry , combinatorial chemistry , organic chemistry , thermodynamics , physics , alkyl
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.