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Issue 30, 2017
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Selective mono-alkylation of N-methoxybenzamides

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Abstract

We report our latest discovery of norbornene derivative modulated highly mono-selective ortho-C–H activation alkylation reactions on arenes bearing simple mono-dentate coordinating groups. The reaction features the use of readily available benzamides and alkyl halides. During the study, we prepared 30 mono-alkylated aryl amides in good yields with good mono-selectivity. We have also demonstrated that structurally rigid alkenes such as norbornene and its derivatives are a good class of ligand and could be used for future direct C–H functionalizations. The utilization of norbornene type ligands for assistance in C–H activation processes has opened a new window for future molecular design using direct C–H functionalization strategies.

Graphical abstract: Selective mono-alkylation of N-methoxybenzamides

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Publication details

The article was received on 14 Feb 2017, accepted on 13 Mar 2017 and first published on 15 Mar 2017


Article type: Communication
DOI: 10.1039/C7CC01201B
Citation: Chem. Commun., 2017,53, 4258-4261
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    Selective mono-alkylation of N-methoxybenzamides

    Z. Chen, L. Hu, F. Zeng, R. Zhu, S. Zheng, Q. Yu and J. Huang, Chem. Commun., 2017, 53, 4258
    DOI: 10.1039/C7CC01201B

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