Diastereoselective synthesis of chiral 2,3-disubstituted lndolines via formal [3+2]-cycloaddition of arynes with gamma-amino-alpha,beta-unsaturated esters
Title | Diastereoselective synthesis of chiral 2,3-disubstituted lndolines via formal [3+2]-cycloaddition of arynes with gamma-amino-alpha,beta-unsaturated esters |
Publication Type | Journal Article |
Year of Publication | 2017 |
Authors | Aher, RD, Suryavanshi, GM, Sudalai, A |
Journal | Journal of Organic Chemistry |
Volume | 82 |
Start Page | 5940-5946 |
Issue | 11 |
Pagination | 5940-5946 |
Date Published | JUN |
ISSN | 0022-3263 |
Abstract | A one step formal [3+2]-annulation protocol for the synthesis of 2,3-disubstituted indolines is described. The in situ generated aryne acts as a two-atom component, and gamma-amino-alpha,beta-unsaturated esters acting as a three-atom component to construct indoline units in a highly regio- and diastereoselective manner with yields ranging from 63 to 80%. |
DOI | 10.1021/acs.joc.7b00439 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 4.785 |
Divison category:
Chemical Engineering & Process Development
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