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

来源：

TETRAHEDRON | 2018年 / 74卷 / 26期

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.

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页码：3318 / 3324

页数：7

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