Bulletin of the Chemical Society of Japan

Reaction of organoboranes with lead (IV) acetate azide. A synthesis of azidoalkanes from alkenes via hydroboration.

Y Masuda, M Hoshi, A Arase

Index: Masuda; Hoshi; Arase Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 4 p. 1026 - 1030

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Citation Number: 9

Abstract

Trialkylboranes prepared from alkenes via hydroboration react with lead (IV) acetate azide in dichloromethane at− 25° C to form the corresponding azidoalkanes in a one-pot manner. One or two of the alkyl groups of trialkylboranes are utilized in the reaction. For example, 1- azidohexane is afforded from 1-hexene in 50% yield based on the alkene employed.

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