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Issue 13, 2013
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A three-component reaction of C,N-cyclic N′-acyl azomethine imines, isocyanides, and azide compounds: effective synthesis of 1,5-disubstituted tetrazoles with tetrahydroisoquinoline skeletons

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Abstract

A multicomponent reaction of isocyanides and C,N-cyclic N′-acyl azomethine imines in the presence of TMSCl and NaN3 leads to tetrazole derivatives. These reactions proceeded cleanly to afford the corresponding 1,5-disubstituted tetrazoles containing a tetrahydroisoquinoline skeleton in high to excellent yields.

Graphical abstract: A three-component reaction of C,N-cyclic N′-acyl azomethine imines, isocyanides, and azide compounds: effective synthesis of 1,5-disubstituted tetrazoles with tetrahydroisoquinoline skeletons

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Publication details

The article was received on 27 Nov 2012, accepted on 29 Jan 2013 and first published on 30 Jan 2013


Article type: Paper
DOI: 10.1039/C3OB27297D
Citation: Org. Biomol. Chem., 2013,11, 2168-2174

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    A three-component reaction of C,N-cyclic N′-acyl azomethine imines, isocyanides, and azide compounds: effective synthesis of 1,5-disubstituted tetrazoles with tetrahydroisoquinoline skeletons

    T. Soeta, K. Tamura, S. Fujinami and Y. Ukaji, Org. Biomol. Chem., 2013, 11, 2168
    DOI: 10.1039/C3OB27297D

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