A New Method for Oxidation of Various Alcohols to the Corresponding Carbonyl Compounds by Using N-t-Butylbenzenesulfinimidoyl Chloride

2002/02/01 by Jun-ichi Matsuo, Jun‐ichi Matsuo, Daisuke Iida +2 · 1 citation
Chemistry · #Chemical Synthesis and Reactions #Oxidative Organic Chemistry Reactions #Synthesis and Catalytic Reactions

paper · doi:10.1246/bcsj.75.223

crossref issued 2002/02/01 · crossref published 2002/02/01 · crossref published-print 2002/02/01 · openalex publication_date 2002/02/01 · crossref published-online 2002/02/22 · crossref created 2002/09/06 · crossref deposited 2024/01/19 · openalex created_date 2025/10/10 · crossref indexed 2026/07/29 · openalex updated_date 2026/07/30

Abstract

Abstract Various primary and secondary alcohols were smoothly oxidized to the corresponding aldehydes and ketones by using a new oxidizing agent, N-t-butylbenzenesulfinimidoyl chloride (4a), in the coexistence of DBU or zinc oxide. The present oxidation proceeded under mild conditions via five-membered intramolecular proton-transfer of an alkyl arenesulfinimidate intermediate.

Cited by

• Polymer-Supported Sulfinimidoyl Chlorides: A Convenient Reagent for Oxidation of Alcohols

Related

• Polymer-Supported Sulfinimidoyl Chlorides: A Convenient Reagent for Oxidation of Alcohols
• Oxidative copper-catalyzed synthesis of β-amino ketones from allyl alcohols and anilines
• Catalyzed Addition of Aldehydes to Activated Double Bonds—A New Synthetic Approach
• Visible Light‐Promoted Aerobic Oxidation of α ‐Silyl Styrenes with Alcohols
• Iron(II)-catalyzed biomimetic aerobic oxidation of alcohols