4.7 Article

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

期刊

ORGANIC CHEMISTRY FRONTIERS
卷 8, 期 22, 页码 6384-6389

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01060c

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资金

  1. Anhui Provincial Natural Science Foundation [2008085MB50]
  2. Key Project of Natural Science Research of Universities of Anhui Province [KJ2020A0334]
  3. Thousand Talents Plan of Central Plains

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This multicomponent reaction successfully achieved the single-step construction of cyano-functionalized imidazo[1,5-a]pyridines with molecular diversity, with the use of NH4SCN as a safer alternative cyanating agent. The protocol shows great potential for future applications.
An I2O5 promoted tandem Strecker/C(sp(3))-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.

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