Stereochemistry in the cyclization of o-azidophenylalkenes to indoles

✍ Scribed by P.A.S. Smith; C.D. Rowe; D.W. Hansen Jr.

• Book ID: 104221707
• Publisher: Elsevier Science
• Year: 1983
• Tongue: French
• Weight: 243 KB
• Volume: 24
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)88388-4

✦ Synopsis

Cis-and trans-o-azidostilbene, o-azido-B-methylstilbene, and (Z)-o-azido-6-deuteriostyren=ive indoleson thermolysis by a mechanism involving attack by-a ;;itrene directly on the 6 carbon atom, and not by insertion. Aryl azides have been observed to insert in saturated C-H groups intermolecularly, and