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Issue 6, 2014
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Direct cleavage of the N[double bond, length as m-dash]N bond of azobenzenes by MeOTf leading to N-arylbenzimidazoles

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Abstract

Direct cleavage of the N[double bond, length as m-dash]N bond of azo compounds by methyltriflate (MeOTf) leading to benzimidazoles has been described. In this reaction, the MeOTf serves as one carbon unit and inserts into the N[double bond, length as m-dash]N bond to form benzimidazole via cleavage of the N[double bond, length as m-dash]N bond and three C–H bonds and meanwhile formation of three C–N bonds.

Graphical abstract: Direct cleavage of the N [[double bond, length as m-dash]] N bond of azobenzenes by MeOTf leading to N-arylbenzimidazoles

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Publication details

The article was received on 27 Feb 2014, accepted on 09 May 2014 and first published on 12 May 2014


Article type: Research Article
DOI: 10.1039/C4QO00056K
Author version available: Download Author version (PDF)
Citation: Org. Chem. Front., 2014,1, 657-660
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    Direct cleavage of the N[double bond, length as m-dash]N bond of azobenzenes by MeOTf leading to N-arylbenzimidazoles

    X. Yan, X. Yi and C. Xi, Org. Chem. Front., 2014, 1, 657
    DOI: 10.1039/C4QO00056K

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