Beilstein J. Org. Chem.2013,9, 1340–1345, doi:10.3762/bjoc.9.151
azides with CO was achieved. The reaction of iodoarylallylazides, 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
; iodoarylallylazides; tandem radical cyclization; Introduction
4,4-Spirocyclic oxindole γ-lactams containing a quaternary carbon center are key structures for the synthesis of biologically active natural products and the related analogues [1][2][3][4]. Therefore, the development of an efficient synthesis
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-spirocyclic indol γ-lactams by tandem radical cyclization of iodoarylallyl
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Graphical Abstract
Scheme 1:
A construction of spirocyclic pyrrolidinyl oxindole by tandem radical cyclization with azide [14].