Tetrahedron

A one-pot access to cycloalkano [1, 2-a] indoles through an intramolecular alkyl migration reaction in indolylborates

M Ishikura, W Ida, K Yanada

Index: Ishikura, Minoru; Ida, Wataru; Yanada, Kazuo Tetrahedron, 2006 , vol. 62, # 5 p. 1015 - 1024

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Citation Number: 24

Abstract

A novel one-pot protocol for the preparation of cycloalkano [1, 2-a] indoles by way of an intramolecular alkyl migration reaction in cyclic indolylborates is described. NaOMe was found to act as a successful trialkylboryl-protecting group against to the lithiation at the C2 of the indole ring. Treatment of cyclic indolylborates with electrophiles produced cycloalkano- [1, 2-a] indoles.

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