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

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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

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ID: J42-Y2019