Oxidation of alcohols to carbonyl compounds with diisopropyl azodicarboxylate catalyzed by nitroxyl radicals

Masaki Hayashi, Masatoshi Shibuya, Yoshiharu Iwabuchi

Research output: Contribution to journalArticle

55 Citations (Scopus)

Abstract

A nitroxyl-radical-catalyzed oxidation of alcohols using diisopropyl azodicarboxylate (DIAD) as the terminal oxidantis reported. A variety of primary and secondary alcohols including aliphatic, benzylic, and allylic alcohols are efficiently oxidized to their corresponding aldehydes and ketones without overoxidation to carboxylic acid. 1,2-Diols are oxidized to hydroxyl ketones or diketones depending on the amount of DIAD used.

Original languageEnglish
Pages (from-to)3005-3009
Number of pages5
JournalJournal of Organic Chemistry
Volume77
Issue number6
DOIs
Publication statusPublished - 2012 Mar 16

ASJC Scopus subject areas

  • Organic Chemistry

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