Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Investigation on the Reaction of Indolylborate and Its Use for the Synthesis
Minoru ISHIKURA
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1995 Volume 53 Issue 4 Pages 308-317

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Abstract

This article deals with our recent results on the investigation of the reaction and synthetic application of trialkyl 2-indolylborate. (1) High regioselectivity on the reaction of the indolylborate with electrophiles in the presence of copper (I) ion, highly depending on the nature of electrophiles used, was found. (2) Synthetic application of an intramolecular alkyl migration process in the indolylborate for the construction of cyclo [1, 2-a] and cyclo [1, 2-b] indole systems was realized via an intramolecular cyclization process. (3) Palladium catalyzed cross coupling, carbonylative cross coupling and tandem cyclization cross coupling reactions with the indolylborate were developed and used for the preparation of indole derivatives.

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© The Society of Syhthetic Organic Chemistry, Japan
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