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Pd-catalyzed selective N(3)-ortho C–H arylation of 1,4-disubstituted 1,2,3-triazoles

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Abstract

Pd(OAc)2-catalyzed direct C–H arylation of an arene triazole template has been explored using the triazole ring as a directing group. The N(3)-ortho C–H bond on C(4) aryl of 1,4-disubstituted 1,2,3-triazoles can be selectively arylated, exclusively affording the expected structures. The diarylated products could be selectively formed when the triazole derivative beared a para substituent on C(4) aryl of the heterocycle, while the monoarylated target molecules resulted from substrates with an ortho or meta substituent.

Graphical abstract: Pd-catalyzed selective N(3)-ortho C–H arylation of 1,4-disubstituted 1,2,3-triazoles

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Publication details

The article was received on 20 Dec 2016, accepted on 21 Feb 2017, published on 22 Feb 2017 and first published online on 22 Feb 2017


Article type: Research Article
DOI: 10.1039/C6QO00834H
Citation: Org. Chem. Front., 2017, Advance Article
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    Pd-catalyzed selective N(3)-ortho C–H arylation of 1,4-disubstituted 1,2,3-triazoles

    F. Zhao, Y. Liu, S. Yang, K. Xie and Y. Jiang, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C6QO00834H

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