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

✍ Scribed by Byung-Woo Yoo; Sung-Jae Lee; Kwang-Hyun Choi; Sam-Rok Keum; Jae-Jung Ko; Kyung-Il Choi; Joong-Hyup Kim

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 52 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)01494-0

✦ Synopsis

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 g-substituent of the prop-2-ynyl bromide under the mild conditions.