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Issue 23, 2017
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Metal-free regioselective formation of C–N and C–O bonds with the utilization of diaryliodonium salts in water: facile synthesis of N-arylquinolones and aryloxyquinolines

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Abstract

Regioselective construction of crucial C–N and C–O bonds leading to N-arylquinolones and aryloxyquinolines has been accomplished by employing easily accessible diaryliodonium salts and quinolones in water under metal- and ligand-free conditions. This operationally simple strategy is significant due to mild reaction conditions, high product yields, recyclability of released iodoarenes and scalability to the gram level. The practical utility of the developed protocol was proved by the arylation of medicinally important heterocycles like acridin-9(10H)-one, 3-methylquinoxalin-2(1H)-one and 1H-benzo[d]imidazol-2(3H)-one.

Graphical abstract: Metal-free regioselective formation of C–N and C–O bonds with the utilization of diaryliodonium salts in water: facile synthesis of N-arylquinolones and aryloxyquinolines

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Publication details

The article was received on 17 Apr 2017, accepted on 16 May 2017 and first published on 16 May 2017


Article type: Communication
DOI: 10.1039/C7OB00940B
Citation: Org. Biomol. Chem., 2017,15, 4956-4961
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    Metal-free regioselective formation of C–N and C–O bonds with the utilization of diaryliodonium salts in water: facile synthesis of N-arylquinolones and aryloxyquinolines

    M. K. Mehra, M. P. Tantak, V. Arun, I. Kumar and D. Kumar, Org. Biomol. Chem., 2017, 15, 4956
    DOI: 10.1039/C7OB00940B

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