A Highly Practical Copper(II)/TEMPO‐SO4H Catalyst System for Aerobic Oxidations of Primary Benzylic and Allylic Alcohols on Gram‐Scale in Water. Issue 8 (23rd July 2019)

• Record Type: Journal Article
• Authors: Chen, Tianyou; Wang, Zihao; Xiao, Juncong; Cao, Zheng; Yi, Changfeng; Xu, Zushun
• Is Part Of: Asian journal of organic chemistry. Volume 8:Issue 8(2019)
• Page Start: 1321
• Page End: 1324
• Publication Date: 2019-07-23
• Subjects: water -- alcohols -- oxidation -- TEMPO -- copper; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201900370
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: We report a highly practical copper(II)/TEMPO‐SO4 H catalyst system for aerobic oxidations of primary benzylic and allylic alcohols. A higher activity was achieved when TEMPO‐SO4 H, an economically feasible 2, 2, 6, 6‐tetramethylpiperidinyl‐1‐oxyl (TEMPO) derivative containing a sulfonic acid group, was used to replace TEMPO. The use of such Cu II /TEMPO‐SO4 H catalysts can significantly simplify the removal of catalysts and dramatically reduce the amount of organic solvents used. The aerobic oxidation of primary benzylic and allylic alcohols was conducted in water on gram scale using air as the oxidant, and in the absence of surfactant, leading to green catalysis. Abstract : Up for a drink ? A highly practical copper(II)/TEMPO‐SO4 H catalyst system for aerobic oxidations of primary benzylic and allylic alcohols was reported. The use of such Cu II /TEMPO‐SO4 H catalysts can significantly simplify the removal of catalysts and dramatically reduce the amount of organic solvents used.