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Issue 2, 2019
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Iodine monobromide catalysed regioselective synthesis of 3-arylquinolines from α-aminoacetophenones and trans-β-nitrostyrenes

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Abstract

A simple and efficient method for regioselective synthesis of 3-arylquinolines is described from α-aminoacetophenones and trans-β-nitrostyrenes using 20 mol% iodine monobromide as a catalyst in acetonitrile solvent at 80 °C. The present method involves tandem reaction of α-aminoacetophenones and trans-β-nitrostyrenes, formation of two new C–C bonds and cleavage of one C–C bond in a single step. The salient features of the protocol are metal- and oxidant-free reaction conditions, broad substrate scope, and good yields.

Graphical abstract: Iodine monobromide catalysed regioselective synthesis of 3-arylquinolines from α-aminoacetophenones and trans-β-nitrostyrenes

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Publication details

The article was received on 20 Sep 2018, accepted on 04 Dec 2018 and first published on 05 Dec 2018


Article type: Paper
DOI: 10.1039/C8OB02333F
Citation: Org. Biomol. Chem., 2019,17, 347-353

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    Iodine monobromide catalysed regioselective synthesis of 3-arylquinolines from α-aminoacetophenones and trans-β-nitrostyrenes

    R. Gattu, S. Mondal, S. Ali and A. T. Khan, Org. Biomol. Chem., 2019, 17, 347
    DOI: 10.1039/C8OB02333F

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