Diisobutylaluminum Hydride Promoted Cyclization of 1-Hydrosilyl-4-silyl-1,3-enynes to Polysubstituted Siloles.

Author(s) Kinoshita, H.; Ueda, A.; Fukumoto, H.; Miura, K.
Journal Org Lett
Date Published 2017 Feb 01
Abstract

An efficient method for preparing unsymmetrically multisubstituted siloles is described. The reaction of 1-hydrosilyl-4-silyl-1,3-enynes with diisobutylaluminum hydride (DIBAL-H) gave multisubstituted siloles in good to high yields. This method could be applied to the synthesis of benzosiloles using 2-hydrosilyl-1-(silylethynyl)benzenes as substrates. The silole formation was also promoted even by a substoichiometric amount of DIBAL-H. The reaction provides a straightforward method to prepare siloles and benzosiloles.

DOI 10.1021/acs.orglett.7b00038
ISSN 1523-7052
Citation Kinoshita H, Ueda A, Fukumoto H, Miura K. Diisobutylaluminum Hydride Promoted Cyclization of 1-Hydrosilyl-4-silyl-1,3-enynes to Polysubstituted Siloles. Org Lett. 2017.

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