Hydrogen Peroxide Promoted Mizoroki-Heck Reactions of Phenyldiazenes with Acrylates, Acrylamides, and Styrenes

被引:17
|
作者
Lasch, Roman [1 ]
Fehler, Stefanie K. [1 ]
Heinrich, Markus R. [1 ]
机构
[1] Univ Erlangen Nurnberg, Dept Chem & Pharm, Pharmaceut Chem, Schuhstr 19, D-91052 Erlangen, Germany
关键词
PALLADIUM-CATALYZED VINYLATION; DIAZONIUM SALTS; MEERWEIN ARYLATION; COUPLING REACTIONS; ARYLBORONIC ACIDS; ARYL; MECHANISM; OLEFINS; COMPLEX; RHODIUM;
D O I
10.1021/acs.orglett.6b00449
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mizoroki-Heck reactions, which are well-known for aryldiazonium salts and which have recently been described for arylhydrazines, have now been extended to phenyldiazenes. In situ generation of phenyldiazenes from azocarboxylates allowed clean and selective reactions with styrenes, acrylates, and acrylamides using palladium(II) acetate in the presence of silver(I) acetate or hydrogen peroxide as oxidant. Hydrogen peroxide was thereby shown to be a cheap and broadly applicable alternative for the established palladium-silver(I) system.
引用
收藏
页码:1586 / 1589
页数:4
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