Indium-mediated highly regioselective reaction of prop-2-ynyl bromides with acyl cyanides in aqueous media: a convenient synthesis of allenic and propargylic …

BW Yoo, SJ Lee, KH Choi, SR Keum, JJ Ko, KI Choi…

Index: Yoo, Byung-Woo; Lee, Sung-Jae; Choi, Kwang-Hyun; Keum, Sam-Rok; Ko, Jae-Jung; Choi, Kyung-Il; Kim, Joong-Hyup Tetrahedron Letters, 2001 , vol. 42, # 41 p. 7287 - 7289

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Citation Number: 21

Abstract

Indium-mediated reaction of acyl cyanides 1 with prop-2-ynyl bromides 2 in aqueous media occurs regioselectively to afford either allenic 3 or propargylic ketones 4 depending on the γ-substituent of the prop-2-ynyl bromide under the mild conditions. ... Indium-mediated reaction of acyl cyanides 1 with prop-2-ynyl bromides 2 in aqueous media occurs regioselectively to afford either allenic 3 or propargylic ketones 4 depending on the γ-substituent of the prop-2-ynyl bromide ...