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, KI Kim, JH
Citation
Bw. Yoo et al., Indium-mediated highly regioselective reaction of prop-2-ynyl bromides with acyl cyanides in aqueous media: a convenient synthesis of allenic and propargylic ketones, TETRAHEDR L, 42(41), 2001, pp. 7287-7289
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
41
Year of publication
2001
Pages
7287 - 7289
Database
ISI
SICI code
0040-4039(20011008)42:41<7287:IHRROP>2.0.ZU;2-I
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 proparg ylic ketones 4 depending on the gamma -substituent of the prop-2-ynyl bromi de under the mild conditions. (C) 2001 Elsevier Science Ltd. All rights res erved.