Gold-Catalyzed Multicomponent Reaction: Facile Strategy for the Synthesis of N-Substituted 1,4-Dihydropyridines by Using Activated Alkynes, Aldehydes, and Methanamine

• Published in: European journal of organic chemistry Vol. 2013; no. 32; pp. 7300 - 7304
• Main Authors: Wang, Shaohua, Chen, Huoji, Zhao, Hong, Cao, Hua, Li, Yongjian, Liu, Qiang
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.11.2013; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Subjects: Aldehydes; Alkynes; Chemistry; Chemistry, Organic; Gold; Multicomponent reactions; Nitrogen heterocycles; Physical Sciences; Science & Technology; OXIDATION; Gold; Multicomponent reactions; Nitrogen heterocycles; ONE-POT SYNTHESIS; DIMERIC 4-ARYL-1,4-DIHYDROPYRIDINES; DIHYDROPYRIDINES; Aldehydes; DERIVATIVES; Alkynes
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.201301203

A convenient and efficient gold‐catalyzed multicomponent reaction was developed for the synthesis of a wide range of N‐substituted 1,4‐dihydropyridines, which are found in a variety of bioactive compounds. This process proceeds smoothly under mild conditions with the use of commercially available substrates and affords the desired products in good to excellent yields. This method provides a highly efficient synthetic route to N‐substituted 1,4‐dihydropyridines from activated alkynes, aldehydes, and methanamine for which catalytic approaches are scarce. A facile gold‐catalyzed strategy for the synthesis of N‐substituted 1,4‐dihydropyridines is developed through the multicomponent reaction of activated alkynes, aldehydes, and methanamine. The reaction is conducted under convenient conditions and affords the desired compounds in good to excellent yields.