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

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초록

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.

키워드

CATALYZED OXIDATIVE AMIDATION; ONE-POT SYNTHESIS; C-H BONDS; PHOTOREDOX CATALYSIS; N-HYDROXYSUCCINIMIDE; HYDROCHLORIDE SALTS; TANDEM SYNTHESIS; METAL; TRIFLUOROMETHYLATION; PHOTOCATALYSIS
제목
Visible-Light-Mediated Synthesis of Amides from Aldehydes and Amines via in Situ Acid Chloride Formation
저자
Iqbal, Naeem; Cho, Eun Jin
DOI
10.1021/acs.joc.5b02726
발행일
2016-03
유형
Article
저널명
The Journal of Organic Chemistry
권
81
호
5
페이지
1905 ~ 1911