A construction of 4,4-spirocyclic γ-lactams by tandem radical cyclization with carbon monoxide

Abstract

A straightforward synthesis of 4,4-spirocyclic indol γ-lactams by tandem radical cyclization of iodoaryl allyl azides with CO was achieved. The reaction of iodoaryl allyl azides, TTMSS and AIBN under CO pressure (80 atm) in THF at 80 °C gave the desired 4,4-spirocyclic indoline, benzofuran, and oxindole γ-lactams in moderate to good yields.

Keywords

• 4,4-spirocyclic indol γ-lactams
• carbon monoxide
• free radical
• iodoaryl allyl azides
• tandem radical cyclization