Synthesis of 2,3,4-Trisubstituted 2-Cyclopentenones via Sequential Functionalization of 2-Cyclopentenone

J Org Chem. 2021 Aug 6;86(15):10812-10818. doi: 10.1021/acs.joc.1c01039. Epub 2021 Jul 13.

Abstract

The synthesis of differently substituted 2,3,4-triarylcyclopent-2-en-1-ones from 2-cyclopentenone via sequential functionalization of a novel 2,4-dibromo-3-(4-methoxyphenyl) cyclopent-2-en-1-one intermediate has been developed. The process provides access to selective arylation at C-4 and C-2 with a broader substrates scope, which includes heteroaryl and alkyl substitution at C-2.

MeSH terms

  • Cyclopentanes*

Substances

  • Cyclopentanes
  • cyclopentenone