Divergent Palladium-Catalyzed Cross-Coupling of Nitropyrazoles with Terminal Alkynes

被引：15

作者：

Ha, Hyeri ^{[1
,2
]}

Shin, Changhoon ^{[1
,2
]}

Bae, Seri ^{[1
,2
]}

Joo, Jung Min ^{[1
,2
]}

机构：

[1] Pusan Natl Univ, Dept Chem, Busan 46241, South Korea

[2] Pusan Natl Univ, Chem Inst Funct Mat, Busan 46241, South Korea

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 20-21期

基金：

新加坡国家研究基金会;

关键词：

C-H activation; Alkynes; Pyrazoles; Palladium; Hydroarylation; DIRECT ALKYNYLATION; O-NITROSTYRENES; ALKENYLATION; HETEROARENES; HETEROCYCLES; BENZYLATION; NITROARENES; ARYLATION; INDOLES; ARENES;

D O I：

10.1002/ejoc.201800166

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Facile homo-coupling of terminal alkynes, which generates conjugated diynes, is an undesired pathway in the development of transition-metal-catalyzed oxidative C-H functionalization of (hetero)arenes with terminal alkynes. By incorporating this process into a catalytic cycle, we achieved regio- and stereoselective hydroarylation of nitropyrazoles with the resulting 1,3-diynes. A simple change in the stoichiometry and oxidant allowed direct C-H alkynylation of nitropyrazoles, producing the corresponding alkynyl pyrazoles.

引用

页码：2645 / 2650

页数：6

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