Aerobic oxidation of secondary benzylic alcohols and direct oxidative amidation of aryl aldehydes promoted by sodium hydride

Xinbo Wang, David Zhigang Wang

Research output: Contribution to journalArticlepeer-review

60 Scopus citations

Abstract

We reported herein new reactivities and possible mechanistic implications of a simplest oxidant (NaH/air) uncovered on a broad range of useful transformations, including aerobic alcohol oxidations, allylic alcohol isomerizations and oxidations, cyclopropyl alcohol fragmentations, and direct aryl aldehyde oxidative amidations. These readily implementable transition-metal-free processes feature exceptional material accessibility, operational simplicity, and environmental compatibility, and add new dimensions to its synthetic utilities that are fairly robust yet had not previously been fully realized and systematically explored.

Original languageEnglish (US)
Pages (from-to)3406-3411
Number of pages6
JournalTetrahedron
Volume67
Issue number19
DOIs
StatePublished - May 13 2011

Keywords

  • Aerobic oxidation
  • Benzylic alcohol
  • Oxidative amidation
  • Sodium hydride
  • Sodium hydrogen peroxide

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Aerobic oxidation of secondary benzylic alcohols and direct oxidative amidation of aryl aldehydes promoted by sodium hydride'. Together they form a unique fingerprint.

Cite this