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

Minh Thanh La; Soosung Kang; Hee Kwon Kim

doi:10.1021/acs.joc.9b00377

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

Minh Thanh La, Soosung Kang, Hee Kwon Kim

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

A facile method for the synthesis of N-aryl-substituted azacycles from arylamines and cyclic ethers has been developed. In this study, arylamines were treated with cyclic ethers in the presence of POCl₃ and DBU to provide five- A nd six-membered azacycles. Using this method, various azacycloalkanes, isoindolines, and tetrahydroisoquinolines were prepared in high yields. This synthetic method offers an efficient approach to the production of azacycles from cyclic ethers.

Original language	English
Pages (from-to)	6689-6696
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	84
Issue number	11
DOIs	https://doi.org/10.1021/acs.joc.9b00377
State	Published - 7 Jun 2019

Bibliographical note

Publisher Copyright:
© 2019 American Chemical Society.

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10.1021/acs.joc.9b00377

Cite this

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abstract = "A facile method for the synthesis of N-aryl-substituted azacycles from arylamines and cyclic ethers has been developed. In this study, arylamines were treated with cyclic ethers in the presence of POCl3 and DBU to provide five- A nd six-membered azacycles. Using this method, various azacycloalkanes, isoindolines, and tetrahydroisoquinolines were prepared in high yields. This synthetic method offers an efficient approach to the production of azacycles from cyclic ethers.",

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