A convenient synthesis of ortho-ortho disubstituted biphenyls containing an eight-membered lactam ring using radical chemistry

C. H. Wang, S. Alluri, A. K. Ganguly

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

Compound 4 prepared from Isatin in two steps underwent an unusual radical-induced rearrangement reaction to yield 9 as the major product and 10 as the minor component. Compound 9 shows structural similarities to the antimitotic agent rhazinilam and the gamma secretase inhibitor LY411575. The scope of the reaction has been studied by changing the substitutions on the aromatic rings and the mechanism for the formation of 9 and 10 from 4 is suggested.

Original languageEnglish
Pages (from-to)1879-1881
Number of pages3
JournalTetrahedron Letters
Volume50
Issue number17
DOIs
StatePublished - 29 Apr 2009

Keywords

  • Ortho-ortho disubstituted biphenyls
  • Radical reaction

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