A Removable Acyl Group Promoted the Intramolecular Dehydro-Diels-Alder Reaction of Styrene-Ynes: Highly Chemoselective Synthesis of Aryldihydronaphthalene Derivatives

J Org Chem. 2022 May 20;87(10):6601-6611. doi: 10.1021/acs.joc.2c00180. Epub 2022 May 2.

Abstract

A removable acyl group promoted the intramolecular didehydro-Diels-Alder reaction of styrene-ynes under mild reaction conditions is proposed. The reaction is free of metals and catalysts, is easy to perform, and exhibits good functional group tolerance, providing a highly chemoselective approach for obtaining the valuable aryldihydronaphthalene derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Cycloaddition Reaction
  • Molecular Structure
  • Styrene*

Substances

  • Styrene