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Synthesis 2006(15): 2493-2496
DOI: 10.1055/s-2006-942462
DOI: 10.1055/s-2006-942462
PAPER
© Georg Thieme Verlag Stuttgart · New York
Synthesis of 3,3-Disubstituted Isoindolin-1-ones via Iodoamination of α-Substituted Secondary 2-Vinylbenzamides
Further Information
Received
3 March 2006
Publication Date:
04 July 2006 (online)
Publication History
Publication Date:
04 July 2006 (online)
Abstract
A new and simple method for the preparation of 3,3-disubstituted isoindolin-1-ones from α-substituted 2-bromostyrenes is described. Construction of the isoindolin-1-one skeleton was accomplished by treating α-substituted secondary 2-vinylbenzamides, easily obtainable from the reaction of α-substituted 2-lithiostyrenes with isocyanates, with iodine to afford 3-substituted 3-iodomethylisoindolin-1-ones.
Key words
iodocyclization - isocyanate - isoindoline - 2-lithiostyrene - secondary benzamide
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