2-Azaadamantane N-oxyl (AZADO)/Cu Catalysis Enables Chemoselective Aerobic Oxidation of Alcohols Containing Electron-Rich Divalent Sulfur Functionalities

Yusuke Sasano, Naoki Kogure, Shota Nagasawa, Koki Kasabata, Yoshiharu Iwabuchi

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

The chemoselective oxidation of alcohols containing electron-rich sulfur functionalities (e.g., 1,3-dithianes and sulfides) into their corresponding carbonyl compounds with the sulfur groups can sometimes be a demanding task in modern organic chemistry. A reliable method for this transformation, which features azaadamantane-type nitroxyl radical/copper catalysis using ambient air as the terminal oxidant is reported. The superiority of the developed method was demonstrated by comparing it with various conventional alcohol oxidation methods.

Original languageEnglish
Pages (from-to)6104-6107
Number of pages4
JournalOrganic letters
Volume20
Issue number19
DOIs
Publication statusPublished - 2018 Oct 5

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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