Bu4NI-Catalyzed C-O Bond Formation by Using a Cross-Dehydrogenative Coupling (CDC) Reaction

被引:273
作者
Chen, Long [1 ]
Shi, Erbo [1 ]
Liu, Zhaojun [1 ]
Chen, Shulin [1 ]
Wei, Wei [1 ]
Li, Hong [1 ]
Xu, Kai [1 ]
Wan, Xiaobing [1 ,2 ]
机构
[1] Soochow Suzhou Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
基金
中国国家自然科学基金;
关键词
carboxylic acids; cross-coupling; ethers; oxidation; reaction mechanisms; H BOND; OXIDATIVE ALKYLATION; CATALYZED AMIDATION; PRINS CYCLIZATIONS; DIRECT ARYLATION; ALPHA-ARYLATION; BENZYL ETHERS; ACTIVATION; FUNCTIONALIZATION; ACID;
D O I
10.1002/chem.201100192
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The crème de la crème! A practical and simple Bu 4NI-catalyzed C-O bond formation was achieved by using a cross-dehydrogenative coupling (CDC) reaction with tert-butyl hydroperoxide (TBHP) as the ultimate oxidant (see scheme; R1=aryl, heteroaryl, alkyl; R2, R3=alkyl, alkyl halide). This approach is the most straightforward method to date for the synthesis of α-acyloxy ethers. A plausible mechanism has been proposed. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:4085 / 4089
页数:5
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