Copper-Catalyzed Trifluoromethylation-Cyclization of Enynes: Highly Regioselective Construction of Trifluoromethylated Carbocycles and Heterocycles

被引:71
|
作者
Gao, Pin [1 ]
Yan, Xiao-Biao [1 ]
Tao, Tao [1 ]
Yang, Fan [1 ]
He, Ting [1 ]
Song, Xian-Rong [1 ]
Liu, Xue-Yuan [1 ]
Liang, Yong-Min [1 ]
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
基金
美国国家科学基金会;
关键词
copper; cyclization; enynes; regioselectivity; trifluoromethylation; ENANTIOSELECTIVE ALPHA-TRIFLUOROMETHYLATION; PD(II)-CATALYZED ORTHO-TRIFLUOROMETHYLATION; SILVER-MEDIATED TRIFLUOROMETHYLATION; BOND-FORMATION; ELECTROPHILIC TRIFLUOROMETHYLATION; OXIDATIVE TRIFLUOROMETHYLATION; REDUCTIVE ELIMINATION; TERMINAL ALKENES; ARYL IODIDES; ARENES;
D O I
10.1002/chem.201303025
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Regioselective trifluoromethylation-cyclization: A method for copper-catalyzed trifluoromethylation-cyclization of simple enynes using the C-C triple bond as a nucleophile is reported for the first time (see scheme). The reaction proceeds efficiently in a highly regioselective manner to give various 5- or 6-exo-dig carbocycles and heterocycles in moderate to high yields.
引用
收藏
页码:14420 / 14424
页数:5
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