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Issue 44, 2013
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Dual SNAr reaction in activated ortho-halonitrobenzene: direct synthesis of substituted 1,2,3,4-tetrahydroquinoxalines, 2,3-dihydro-1,4-benzoxazines, and 1,4-benzodioxines

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Abstract

An unprecedented one-pot synthesis of substituted 1,2,3,4-tetrahydroquinoxalines, 2,3-dihydro-1,4-benzoxazines, and 1,4-benzodioxines from activated ortho-halonitrobenzenes has been accomplished by dual nucleophilic aromatic substitution (SNAr) of halogen followed by substitution of the nitro group by secondary diamines, secondary amino alcohols, and diols respectively.

Graphical abstract: Dual SNAr reaction in activated ortho-halonitrobenzene: direct synthesis of substituted 1,2,3,4-tetrahydroquinoxalines, 2,3-dihydro-1,4-benzoxazines, and 1,4-benzodioxines

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Publication details

The article was received on 01 Aug 2013, accepted on 24 Sep 2013 and first published on 24 Sep 2013


Article type: Paper
DOI: 10.1039/C3RA44386H
Citation: RSC Adv., 2013,3, 22389-22396
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    Dual SNAr reaction in activated ortho-halonitrobenzene: direct synthesis of substituted 1,2,3,4-tetrahydroquinoxalines, 2,3-dihydro-1,4-benzoxazines, and 1,4-benzodioxines

    M. S. Deshmukh, B. Das and N. Jain, RSC Adv., 2013, 3, 22389
    DOI: 10.1039/C3RA44386H

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