Issue 22, 2021

Tandem Strecker/C(sp3)–H amination reactions for the construction of cyanide-functionalized imidazo[1,5-a]pyridines with NH4SCN as a cyanating agent

Abstract

An I2O5 promoted tandem Strecker/C(sp3)–H amination reaction of pyridine-2-carboxaldehydes, benzylamines and NH4SCN has been reported. This multicomponent reaction that allows the single-step construction of biologically important cyano-functionalized imidazo[1,5-a]pyridines with molecular diversity was realized for the first time. Moreover, the use of safe and easy-to-handle NH4SCN as a surrogate cyanating agent makes this protocol appealing for potential applications.

Graphical abstract: Tandem Strecker/C(sp3)–H amination reactions for the construction of cyanide-functionalized imidazo[1,5-a]pyridines with NH4SCN as a cyanating agent

Supplementary files

Article information

Article type
Research Article
Submitted
25 Jul 2021
Accepted
19 Sep 2021
First published
21 Sep 2021

Org. Chem. Front., 2021,8, 6384-6389

Tandem Strecker/C(sp3)–H amination reactions for the construction of cyanide-functionalized imidazo[1,5-a]pyridines with NH4SCN as a cyanating agent

Q. Yang, X. Yan, C. Feng, D. Chen, Z. Yan and K. Xu, Org. Chem. Front., 2021, 8, 6384 DOI: 10.1039/D1QO01060C

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