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Metal-Free Synthesis of N-Aryl-Substituted Azacycles from Cyclic Ethers Using POCl3

Minh Thanh La, Soosung Kang, Hee-Kwon Kim*

*Biomedical Research Institute of Chonbuk National University Hospital, Jeonju 54907, Republic of Korea, Email: hkkim717jbnu.ac.kr

M. T. La, S. Kang, H.-K. Kim, J. Org. Chem., 2019, 84, 6689-6696.

DOI: 10.1021/acs.joc.9b00377 (free Supporting Information)


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Abstract

A facile method provides N-aryl-substituted azacycles from arylamines and cyclic ethers in the presence of POCl3 and DBU. Using this method, various azacycloalkanes, isoindolines, and tetrahydroisoquinolines were prepared in high yields. This synthetic method offers an efficient approach to the production of five- and six-membered azacycles.


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Key Words

pyrrolidines, isoindolines


ID: J42-Y2019