Preparation and Stille cross-coupling reaction of the first organotin reagents of azulenes. An efficient Pd(0)-catalyzed synthesis of 6-aryl- and biazulenes

✍ Scribed by Tetsuo Okujima; Shunji Ito; Noboru Morita

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 86 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)02347-4

✦ Synopsis

The first versatile organometallic reagents of azulenes, 6-(tri-n-butylstannyl)azulenes, have been prepared by a Pd(0)-catalyzed direct stannylation of 6-bromoazulenes with bis(tri-n-butyltin). We demonstrate herein the utility of the reagents in the Stille cross-coupling reaction with aryl and azulenyl halides to afford 6-aryl-and biazulenes in good yield.