Copper-Catalyzed Intramolecular Electrophilic Carbofunctionalization of Allylic Amides

被引:102
作者
Cahard, Elise [1 ]
Bremeyer, Nadine [1 ]
Gaunt, Matthew J. [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
基金
英国工程与自然科学研究理事会;
关键词
copper; cyclization; diaryliodonium salts; homogeneous catalysis; oxazine; ENANTIOSELECTIVE ALPHA-ARYLATION; ONE-POT SYNTHESIS; DIARYLIODONIUM SALTS; ALKENE CARBOETHERIFICATION; CARBOAMINATION REACTIONS; ARYL PYRROLOINDOLINES; PALLADIUM; DERIVATIVES; BOND; GOLD;
D O I
10.1002/anie.201303724
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An endo-selective copper-catalyzed oxyarylation and oxyvinylation of allylic amides was developed. The products are the six-membered ring oxazines and are formed exclusively as the antiisomers. A range of substituted allylic amides and a wide selection of diaryliodonium and vinyl(aryl)iodonium triflates are compatible with this transformation. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:9284 / 9288
页数:5
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