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Diastereoselective Synthesis of Chiral 2,3-Disubstituted Indolines via Formal [3+2]-Cycloaddition of Arynes with γ-Amino-α,β-unsaturated Esters

Ravindra D. Aher, Gurunath M. Suryavanshi and Arumugam Sudalai*

*Chemical Engineering & Process Development Division, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune, Maharashtra 411008, India, Email: a.sudalaincl.res.in

R. D. Aher, G. M. Suryavanshi, A. Sudalai, J. Org. Chem., 2017, 82, 5940-5946.

DOI: 10.1021/acs.joc.7b00439 (free Supporting Information)


Abstract

A one step formal [3+2]-cycloaddition of γ-amino-α,β-unsaturated esters to arynes provides indolines in a highly regio- and diastereoselective manner in good yields.

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proposed mechanism



Key Words

indolines


ID: J42-Y2017