Intramolecular cyclization of acyl radicals onto the azido group: a new radical approach to cyclized lactams

Org Lett. 2002 Sep 5;4(18):3079-81. doi: 10.1021/ol026366t.

Abstract

[reaction: see text] Aryl- and alkyl-derived azidoacyl radicals, generated from thiolesters by intramolecular homolytic substitution at the sulfur, can undergo five- and six-membered cyclization onto the azido moiety to give cyclized lactams.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Azides / chemistry
  • Cyclization
  • Free Radicals / chemistry
  • Lactams / chemical synthesis*
  • Sulfides / chemistry

Substances

  • Azides
  • Free Radicals
  • Lactams
  • Sulfides