Synthesis of Annulated 2H-Indazoles and 1,2,3-and 1,2,4-Triazoles via a One-Pot Palladium-Catalyzed Alkylation/Direct Arylation Reaction

被引:77
|
作者
Laleu, Benoit [1 ]
Lautens, Mark [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada
来源
JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 22期
基金
加拿大自然科学与工程研究理事会; 瑞士国家科学基金会;
关键词
D O I
10.1021/jo8017236
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of six-membered-ring annulated 2H-indazoles and 1,2,3- and 1,2,4-triazoles were synthesized in good to excellent yields from the corresponding bromoethyl azoles and aryl iodides. The annulation process involves a one-pot norbornene-mediated palladium-catalyzed sequence whereby an alkyl-aryl bond and an aryl-heteroaryl bond are successively formed through two C-H bond activations. Subsequent functionalizations of the resulting polycyclic through cross-coupling reactions are also presented.
引用
收藏
页码:9164 / 9167
页数:4
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