Selective mono-alkylation of N-methoxybenzamides.

Chem Commun (Camb)

School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, China.

Published: April 2017

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.

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Source
http://dx.doi.org/10.1039/c7cc01201bDOI Listing

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