Selective mono-alkylation of N-methoxybenzamides

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...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2017, Vol.53 (30), p.4258-4261
Hauptverfasser: Chen, Zenghua, Hu, Le'an, Zeng, Fanyun, Zhu, Ranran, Zheng, Shasha, Yu, Qingzhen, Huang, Jianhui
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Sprache:eng
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Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c7cc01201b