4-OH-TEMPO/TCQ/TBN/HCl: A Metal-Free Catalytic System for Aerobic Oxidation of Alcohols under Mild Conditions

被引:7
作者
Dong, Yanli [1 ]
Zhao, Xiaomei [1 ]
Liu, Renhua [1 ]
机构
[1] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
基金
国家高技术研究发展计划(863计划); 中国国家自然科学基金;
关键词
oxidation of alcohols; transition-metal-free; green and economical; HIGHLY-ACTIVE ORGANOCATALYST; CARBONYL-COMPOUNDS; MOLECULAR-OXYGEN; EFFICIENT; EQUIVALENT; ALDEHYDES; AZADO;
D O I
10.1002/cjoc.201500357
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A green and economical catalyst system, 4-OH-TEMPO/TCQ/TBN/HCl, for the aerobic oxidation of a broad range of primary and secondary alcohols to the corresponding carbonyl compounds has been developed. These reactions proceed without transition-metals under mild conditions with excellent yields.
引用
收藏
页码:1019 / 1023
页数:5
相关论文
共 33 条
[1]   Intensification of TEMPO-mediated aerobic alcohol oxidations under three-phase flow conditions [J].
Aellig, Christof ;
Scholz, David ;
Conrad, Sabrina ;
Hermans, Ive .
GREEN CHEMISTRY, 2013, 15 (07) :1975-1980
[2]   TEMPO/NBu4Br-Catalyzed Selective Alcohol Oxidation with Periodic Acid [J].
Attoui, Mariam ;
Vatele, Jean-Michel .
SYNLETT, 2014, 25 (20) :2923-2927
[3]   Fullerene as a Platform for Recyclable TEMPO Organocatalysts for the Oxidation of Alcohols [J].
Beejapur, Hazi Ahmad ;
Campisciano, Vincenzo ;
Franchi, Paola ;
Lucarini, Marco ;
Giacalone, Francesco ;
Gruttadauria, Michelangelo .
CHEMCATCHEM, 2014, 6 (08) :2419-2424
[4]   9-Azanoradamantane N-Oxyl (Nor-AZADO): A Highly Active Organocatalyst for Alcohol Oxidation [J].
Hayashi, Masaki ;
Sasano, Yusuke ;
Nagasawa, Shota ;
Shibuya, Masatoshi ;
Iwabuchi, Yoshiharu .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2011, 59 (12) :1570-1573
[5]   Mechanism of Copper(I)/TEMPO-Catalyzed Aerobic Alcohol Oxidation [J].
Hoover, Jessica M. ;
Ryland, Bradford L. ;
Stahl, Shannon S. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (06) :2357-2367
[6]  
Hudlicky M., 1990, Oxidations in Organic Chemistry
[7]   Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile [J].
Jiang, Jian-An ;
Du, Jia-Lei ;
Wang, Zhan-Guo ;
Zhang, Zhong-Nan ;
Xu, Xi ;
Zheng, Gan-Lin ;
Ji, Ya-Fei .
TETRAHEDRON LETTERS, 2014, 55 (10) :1677-1681
[8]   Aerobic alcohol oxidation by ruthenium species stabilized on nanocrystalline magnesium oxide by basic ionic liquids [J].
Kantam, M. Lakshmi ;
Pal, Ujjwal ;
Sreedhar, B. ;
Bhargava, Suresh ;
Iwasawa, Yasuhiro ;
Tada, Mizuki ;
Choudary, B. M. .
ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (09) :1225-1229
[9]   Eco-friendly electrocatalytic oxidation of alcohols on a novel electro generated TEMPO-functionalized MCM-41 modified electrode [J].
Karimi, Babak ;
Rafiee, Mohammad ;
Alizadeh, Saber ;
Vali, Hojatollah .
GREEN CHEMISTRY, 2015, 17 (02) :991-1000
[10]   Iron-TEMPO-Catalyzed Domino Aerobic Alcohol Oxidation/Oxidative Cross-Dehydrogenative Coupling for the Synthesis of α-Keto Amides [J].
Kotha, Surya Srinivas ;
Chandrasekar, Selvaraj ;
Sahu, Samrat ;
Sekar, Govindasamy .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (33) :7451-7457