A New Efficient Route to (±)-Physostigmine and (±)-Physovenine by Means of 5-exo Selective Aryl Radical Cyclization of o-Bromo-N-acryloylanilides

✍ Scribed by Hiroyuki Ishibashi; Tetsuya Kobayashi; Noriko Machida; Osamu Tamura

• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 105 KB
• Volume: 56
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(00)00051-x

✦ Synopsis

Bu 3 SnH-mediated aryl radical cyclization of o-bromo-N-acryloylanilides 16 and 17 proceeded in a 5-exo manner exclusively to give, in high yields, oxindoles 3 and 4, the key intermediates for the synthesis of (^)-physostigmine and (^)-physovenine, respectively.