Pd(0)-Catalyzed Direct Inter- and Intramolecular C-H Functionalization of 4-Carboxyimidazoles

被引：6

作者：

Frippiat, Steven ^{[1
]}

Peresson, Antoine ^{[1
]}

Perse, Thibaut ^{[2
]}

Ramondenc, Yvan ^{[1
]}

Schneider, Cedric ^{[1
]}

Querolle, Olivier ^{[2
]}

Angibaud, Patrick ^{[2
]}

Poncelet, Virginie ^{[2
]}

Meerpoel, Lieven ^{[3
]}

Levacher, Vincent ^{[1
]}

Bischoff, Laurent ^{[1
]}

Baudequin, Christine ^{[1
]}

Hoarau, Christophe ^{[1
]}

机构：

[1] Normandie Univ, UNIROUEN, CNRS, INSA Rouen,COBRA UMR 6014, F-76000 Rouen, France

[2] Janssen Res & Dev, Div Janssen Cilag SA, Campus Maigremont,BP615, F-27106 Val De Reuil, France

[3] Janssen Res & Dev, Div Janssen Cilag Div Janssen Pharmaceut NV, Turnhoutseweg 30, B-2340 Beerse, Belgium

来源：

SYNLETT | 2020年 / 31卷 / 10期

关键词：

C-H functionalization; palladium catalysis; imidazole; arylation-; alkenylation; CATALYZED DIRECT ARYLATION; N-HETEROCYCLIC CARBENES; DIRECT C-2 ARYLATION; IONIC LIQUIDS; DECARBOXYLATIVE REACTIONS; SYNTHETIC APPLICATIONS; DIRECT ALKENYLATION; RECENT PROGRESS; IMIDAZOLE RING; BOND;

D O I：

10.1055/s-0040-1708003

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed arylation and alkenylation of N-substituted methyl imidazole-4-carboxylates are described through inter- and intramolecular pathways. Both direct C2-H and C5-H arylation and alkenylation proceed under Pd(0)/Cu(I) cooperative catalysis and Pd(0) catalysis, respectively, in low-polarity 1,4-dioxane solvent. The methodology gives access to C2 (hetero)aryl or alkenyl imidazoles as well as innovative C2- and C5-arylated fused imidazoles tricycles with a five- to seven-membered middle ring.

引用

页码：1015 / 1021

页数：7

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