Beilstein J. Org. Chem.2013,9, 1340–1345, doi:10.3762/bjoc.9.151
Technology, 5-16-1 Ohmiya, Asahi-ku, Osaka 535-8585, Japan Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, UK 10.3762/bjoc.9.151 Abstract A straightforward synthesis of 4,4-spirocyclicindolγ-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-spirocyclicindolγ-lactams; carbon monoxide; free radical
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Graphical Abstract
Scheme 1:
A construction of spirocyclic pyrrolidinyl oxindole by tandem radical cyclization with azide [14].