Lewis-Acid-Mediated Domino Reactions of Bis(diacetoxymethyl)-Substituted Arenes and Heteroarenes

✍ Scribed by J. Arul Clement; Ramakrishnan Sivasakthikumaran; Arasambattu K. Mohanakrishnan; S. Sundaramoorthy; Devadasan Velmurugan

• Book ID: 102829029
• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 700 KB
• Volume: 2011
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.201001174

✦ Synopsis

Abstract

A one‐pot synthesis of annulated heterocycles involving a Lewis‐acid‐mediated domino reaction of bis(diacetoxymethyl)‐substituted arenes and heteroarenes is described. The reaction of the tetraacetates with arenes and heteroarenes leads to the formation of 1,1‐bis‐arylated diacetates upon elimination followed by electrocyclohetero‐arylated intermediate may lead to the formation of bis‐arylated 1,1‐diacetates, which on cyclization followed by aromatization furnish annulated heterocycles.