Visible light mediated organocatalytic dehydrogenative aza-coupling of 1,3-diones using aryldiazonium salts

被引：3

作者：

Das, Ramanand ^{[1
]}

Kundu, Taraknath ^{[1
]}

Basumatary, Joneswar ^{[2
]}

机构：

[1] Natl Inst Technol Sikkim, Dept Chem, Ravangla 737139, South Sikkim, India

[2] Sikkim Univ, Dept Chem, East Sikkim 737102, Gangtok, India

来源：

RSC ADVANCES | 2023年 / 13卷 / 05期

关键词：

C-H ARYLATION; FORMAL 4+1 ANNULATION; ONE-POT SYNTHESIS; CATALYZED SYNTHESIS; DIAZONIUM SALTS; ALPHA-ARYLHYDRAZONOKETONES; AZOBENZENE PHOTOSWITCHES; ARENEDIAZONIUM SALTS; ANTIOXIDANT ACTIVITY; BOND FORMATION;

D O I：

10.1039/d2ra07807d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient protocol for diazenylation of 1,3-diones under photoredox conditions is presented herein. C-N bond forming Csp3-H functionalization of cyclic and alkyl diones by unstable aryl diazenyl radicals is achieved through reaction with aryldiazonium tetrafluoroborates by organocatalysts under visible light irradiation. The reaction has wide substrate scope, gives excellent yields, and is also efficient in water as a green solvent. This method provides an easy access to aryldiazenyl derivatives that are useful key starting materials for the synthesis of aza heterocycles as well as potential pharmacophores.

引用

页码：3147 / 3154

页数：8

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