Regioselective Direct C-3 Arylation of Imidazo[1,2-a]pyridines with Aryl Tosylates and Mesylates Promoted by Palladium-Phosphine Complexes

被引：75

作者：

Choy, Pui Ying ^{[1
,2
]}

Luk, Kwan Chak ^{[1
,2
]}

Wu, Yinuo ^{[1
,2
,3
]}

So, Chau Ming ^{[1
,2
]}

Wang, Lai-lai ^{[4
]}

Kwong, Fuk Yee ^{[1
,2
]}

机构：

[1] Hong Kong Polytech Univ, State Key Lab Chirosci, Kowloon, Hong Kong, Peoples R China

[2] Hong Kong Polytech Univ, Dept Appl Biol & Chem Technol, Kowloon, Hong Kong, Peoples R China

[3] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Guangdong, Peoples R China

[4] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 03期

关键词：

C-H ARYLATION; ONE-POT SYNTHESIS; BOND FUNCTIONALIZATION; GABA(A) RECEPTOR; CATALYZED DIRECT; INHIBITORS; BROMIDES; HALIDES; ACCESS; 2-AMINOPYRIDINES;

D O I：

10.1021/jo502386w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct C-3 arylation of imidazo[1,2-a]pyridines with aryl tosylates and mesylates has been accomplished by employing palladium(II) acetate associated with SPhos (2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl) or L1 (2-(2-(diisopropylphosphino)phenyl)-1-methyl-1H-indole). This catalyst system can be applied to a wide range of aryl sulfonates and shows excellent C-3 regioselectivity of imidazo[1,2-a]pyridine. These results represent the first examples of using tosylate- and mesylate-functionalized arenes as the electrophile partners for this regioselective direct arylation.

引用

页码：1457 / 1463

页数：7

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