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

Journal: Beilstein Journal Of Organic Chemistry
Published:
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.

Authors
Mitsuhiro Ueda, Yoshitaka Uenoyama, Nozomi Terasoma, Shoko Doi, Shoji Kobayashi, Ilhyong Ryu, John Murphy