Effective α-Tosyloxylation of Ketones Using 1,1,1-Trifluoro-2-iodoethane as Catalyst

被引:0
作者
Zhang, Bijun [1 ]
Han, Liuquan [1 ]
Hu, Jiantao [1 ]
Yan, Jie [1 ]
机构
[1] Zhejiang Univ Technol, Coll Chem Engn, Hangzhou 310032, Zhejiang, Peoples R China
关键词
1,1,1-trifluoro-2-iodoethane; alpha-tosyloxylation; Catalysis; hypervalent iodine intermediate; M-CHLOROPERBENZOIC ACID; P-TOLUENESULFONIC ACID; HYPERVALENT IODINE REAGENTS; POLYVALENT IODINE; CARBONYL-COMPOUNDS; ORGANIC-SYNTHESIS; <HYDROXY(TOSYLOXY)IODO>BENZENE; IODOBENZENE; TOSYLOXYKETONES; OXIDATIONS;
D O I
10.1080/00397911.2014.937500
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
With 1,1,1-trifluoro-2-iodoethane as catalyst, a novel and efficient procedure has been developed for preparation of alpha-tosyloxyketones from ketones. In this protocol, 1,1,1-trifluoro-2-iodoethane is first oxidized by m-chloroperbenzoic acid to a hypervalent iodine intermediate. The in situ-generated active iodine species then reacts with ketones to afford the corresponding alpha-tosyloxyketones in good yields.
引用
收藏
页码:3264 / 3270
页数:7
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