In/Cu Catalyzed Multiple C-N/C-C Bond Formation via Multiple Bond Cleavage in a Three Component Synthesis of Arylimidazopyridine Carboxylates

被引:4
|
作者
Roslan, Irwan Iskandar [1 ]
Ng, Kian-Hong [1 ]
Alhooshani, Khalid R. [2 ]
Jaenicke, Stephan [1 ]
Chuah, Gaik-Khuan [1 ]
机构
[1] Natl Univ Singapore, Dept Chem, 3 Sci Dr 3, Singapore 117543, Singapore
[2] King Fahd Univ Petr & Minerals, Chem Dept, Dhahran 31261, Saudi Arabia
关键词
copper; indium; cyclization; multicomponent reactions; heterocycles; ONE-POT SYNTHESIS; BETA-KETO-ESTERS; MULTICOMPONENT REACTIONS; DIRECT ARYLATION; FACILE SYNTHESIS; VISIBLE-LIGHT; 2-AMINOPYRIDINES; ARYL; IMIDAZOHETEROCYCLES; FUNCTIONALIZATION;
D O I
10.1002/ajoc.202000637
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A protocol for In-III and Cu-I co-catalyzed synthesis of a wide array of arylimidazopyridine carboxylates by three components coupling of benzaldehydes, malonic esters and 2-aminopyridines is described. The reaction proceeds through a reaction cascade of Knoevenagel condensation, 1,4-conjugate addition, aerobic dehydrogenation, Ortoleva-King reaction and decarboxylation. Multiple C-N and C-C bond formations in addition to multiple C-C, C-H, C-O, and N-H bond cleavages are involved in forming the product.
引用
收藏
页码:554 / 558
页数:5
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