1,3-Dipolar Cycloadditions of Phenanthridinium-Based Azomethine Ylides

✍ Scribed by Jiří Dostál; Milan Potáček; Otakar Humpa; JaromÍR Marek

• Publisher: Wiley (John Wiley & Sons)
• Year: 2010
• Weight: 399 KB
• Volume: 103
• Category: Article
• ISSN: 0037-9646
• DOI: 10.1002/bscb.19941030706

✦ Synopsis

Abstract

Azomethine ylides generated from 5‐(alkoxycarbonylmethyl)phenanthridinium cations were studied in 1,3‐dipolar cycloadditions with dimethyl maleate and dimethyl fumarate as dipolarophiles. The cycloadducts with the pyrrolidino[1,2‐f]phenanthridine skeleton easily underwent dehydrogenation. The structure of products was determined by X‐ray, NMR and MS.