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Selective O-Cyclization of N-Methoxy Aryl Amides with CH2Br2 or 1,2-DCE via Palladium-Catalyzed C-H Activation

Wei-Hao Rao*, Li-Li Jiang, Jin-Xiao Zhao, Xin Jiang, Guo-Dong Zou, Yu-Qiang Zhou, Lin Tang

*College of Chemistry and Chemical Engineering, Xinyang Normal University, Xinyang 464000, China, Email: whraoxynu.edu.cn

W.-H. Rao, L.-L. Jiang, J.-X. Zhao, X. Jiang, G.-D. Zou, Y.-Q. Zhou, L. Tang, Org. Lett., 2018, 20, 6198-6201.

DOI: 10.1021/acs.orglett.8b02678 (free Supporting Information)


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Abstract

A palladium-catalyzed C-H activation enables a selective O-cyclization of N-methoxy aryl amides with CH2Br2 or 1,2-dichloroethane. The reaction forms C(sp3)-O and C(sp2)-C(sp3) bonds simultaneously with the assistance of an N-methoxy amide group and tolerates various functional groups.

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Key Words

phthalides


ID: J54-Y2018