Synthesis of a model compound of mappicine ketone based on sulfur-directed 5-exo selective aryl radical cyclization onto enamides

✍ Scribed by Hiroyuki Ishibashi; Issei Kato; Yoshifumi Takeda; Osamu Tamura

• Publisher: Elsevier Science
• Year: 2001
• Tongue: French
• Weight: 69 KB
• Volume: 42
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)02138-9

✦ Synopsis

Enamides 10, upon treatment with Bu 3 SnH-AIBN, gave 5-exo aryl radical cyclization products 11, which were partially desulfurized to give 1-substituted dihydroisoindoles 7 and 12. This method was applied to the synthesis of a model compound 4 of mappicine ketone (1).