4.7 Article

Visible-Light-Mediated Synthesis of Amides from Aldehydes and Amines via in Situ Acid Chloride Formation

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 5, Pages 1905-1911

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b02726

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Funding

  1. National Research Foundation of Korea [NRF-2014R1A1A1A05003274, NRF-2014-011165, NRF-2012M3A7B4049657]

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An efficient visible-light photocatalysis-based one-pot amide synthesis method was developed; visible-light irradiation of a mixture of an aldehyde, tert-butyl hydrogen peroxide, and N-chlorosuccinimide using a Ru(bpy)(3)Cl-2 photocatalyst afforded an acid chloride, which subsequently reacted with amine to yield the corresponding amide. The reaction was used to synthesize modobemide and a D3 receptor intermediate.

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