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^*

^*Corresponding author for this work

Department of Medicine

Jeonbuk National University
Ewha Womans University

Research output: Contribution to journal › Journal article › peer-review

19 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 - 2019.06.7

Quacquarelli Symonds(QS) Subject Topics

Engineering - Petroleum
Chemistry

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title = "Metal-Free Synthesis of N-Aryl-Substituted Azacycles from Cyclic Ethers Using POCl3",

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.",

author = "La, \{Minh Thanh\} and Soosung Kang and Kim, \{Hee Kwon\}",

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AU - La, Minh Thanh

AU - Kang, Soosung

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PY - 2019/6/7

Y1 - 2019/6/7

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/85066927840

U2 - 10.1021/acs.joc.9b00377

DO - 10.1021/acs.joc.9b00377

M3 - Journal article

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JF - Journal of Organic Chemistry

IS - 11

ER -

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

Abstract

Quacquarelli Symonds(QS) Subject Topics

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