Rhodium(III)-catalyzed C-H functionalization of C-alkenyl azoles with sulfoxonium ylides for the synthesis of bridgehead N-fused [5,6]-bicyclic heterocycles

被引:38
作者
Hoang, Gia L. [1 ]
Ellman, Jonathan A. [1 ]
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
关键词
C-H functionalization; Rhodium; Sulfoxonium ylide; Catalysis; Nitrogen heterocycle; BOND FUNCTIONALIZATIONS; DIAZO-COMPOUNDS; ALKYNES; ACTIVATION; ANNULATIONS; INSERTION; RHODIUM; PHARMACEUTICALS; CLEAVAGE;
D O I
10.1016/j.tet.2018.03.062
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of bridgehead N-fused [5,6]-bicyclic heterocycles via rhodium(III)-catalyzed C-H functionalization of C-alkenyl azoles with sulfoxonium ylides is disclosed. Reactions proceeded in good to high yields for a range of aryl, heteroaryl and alkyl sulfoxonium ylides. In addition, 2-alkenyl imidazoles with different substitution patterns as well as C-alkenyl triazoles were effective inputs. The reaction could also be performed under straightforward bench top conditions. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3318 / 3324
页数:7
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