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Short Paper | Regular issue | Vol 94, No. 2, 2017, pp.334-341
Published online, 25th January, 2017
DOI: 10.3987/COM-16-13630
A Facile Synthesis of Novel Pyrido[2’,1’:2,3]Imidazo[4,5-c] β-Carbolines

Liang Yan, Dao-Lin Wang,* and Jian-Hua Qian

*Liaoning Key Laboratory of Synthesis and Application of Functional Compound, College of Chemistry & Chemical Engineering, Bohai University, Jinzhou 121001, China

Abstract

An efficient tandem process for the synthesis of pyridoimidazo-fused β-carbolines: pyrido[2”,1”:2’,3’]imidazo[4’,5’:2,3]pyrido[4,5-b]indole, is described. The construction of these compounds was achieved by one-pot three component reaction of 1-benzyl-1H-indole-3-carbaldehyde, 2-aminopyridine and trimethylsilyl cyanide via Groebke-Blackburn-Bienaymé reaction, followed by cyclization through the Pictet-Spengler reaction of the resulting imidazo[1,2-a]- pyridine which allowed access to the title heterocycles.