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

Authors
Yoo, BW; Lee, SJ; Choi, KH; Keum, SR; Ko, JJ; Choi, Kyung Il; Kim, Joong Hyup
Issue Date
2001-10
Publisher
Elsevier BV
Citation
Tetrahedron Letters, v.42, no.41, pp.7287 - 7289
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 gamma -substituent of the prop-2-ynyl bromide under the mild conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.
Keywords
STEREOSELECTIVE-SYNTHESIS; ORGANOMETALLIC REACTIONS; HOMOALLYLIC ALCOHOLS; CARBONYL-COMPOUNDS; ALLYLATION; ALDEHYDES; ALLENYLATION; COMPLEXES; WATER; propargylation; allenylation; acyl cyanides; indium and compounds
ISSN
0040-4039
URI
https://pubs.kist.re.kr/handle/201004/140115
DOI
10.1016/S0040-4039(01)01494-0
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KIST Article > 2001
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