Metal-Free Synthesis of N-Aryl-Substituted Azacycles from Cyclic Ethers Using POCl 3

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 POCl and DBU to provide five- and six-membered azacycles. Using this method, various azacycloalkanes, i...

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Veröffentlicht in:Journal of organic chemistry 2019-06, Vol.84 (11), p.6689-6696
Hauptverfasser: La, Minh Thanh, Kang, Soosung, Kim, Hee-Kwon
Format: Artikel
Sprache:eng
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Zusammenfassung: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 POCl and DBU to provide five- and 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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b00377