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

Ueda, Mitsuhiro and Uenoyama, Yoshitaka and Terasoma, Nozomi and Doi, Shoko and Kobayashi, Shoji and Ryu, Ilhyong and Murphy, John A. (2013) A construction of 4,4-spirocyclic γ-lactams by tandem radical cyclization with carbon monoxide. Beilstein Journal of Organic Chemistry, 9. pp. 1340-1345. ISSN 1860-5397 (https://doi.org/10.3762/bjoc.9.151)

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Abstract

A straightforward synthesis of 4,4-spirocyclic indol gamma-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 degrees C gave the desired 4,4-spirocyclic indoline, benzofuran, and oxindole gamma-lactams in moderate to good yields.

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• Item metadata

  Item type:	Article
  ID code:	44433
  Dates:	Date Event 5 July 2013 Published
  Subjects:	Science > Chemistry
  Department:	Faculty of Science > Pure and Applied Chemistry
  Depositing user:	Pure Administrator
  Date deposited:	02 Aug 2013 13:50
  Last modified:	11 Nov 2024 10:27
  Related URLs:	Scopus publication
  URI:	https://strathprints.strath.ac.uk/id/eprint/44433