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Facile titanium(IV) chloride and TBD-mediated synthesis of N-aryl-substituted azacycles from arylhydrazines

Authors
Tran, Van HieuHong, Wan PyoKim, Hee-Kwon
Issue Date
Jun-2022
Publisher
WILEY-V C H VERLAG GMBH
Keywords
azacycles; arylhydrazines; heterocycles; Lewis acids; titanium(IV) chloride
Citation
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.43, no.6, pp.777 - 783
Journal Title
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
Volume
43
Number
6
Start Page
777
End Page
783
URI
https://scholarworks.bwise.kr/gachon/handle/2020.sw.gachon/84648
DOI
10.1002/bkcs.12530
ISSN
0253-2964
Abstract
A novel practical synthesis of N-aryl-substituted azacycles from arylhydrazines is described. In this method, target azacycles were prepared via reaction of arylhydrazines with cyclic ethers in the presence of both titanium(IV) chloride and 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as key combined reagents. Using this synthetic protocol with titanium(IV) chloride and TBD, reaction of arylhydrazines with cyclic ethers successfully afforded various N-aryl-substituted azacycles in high yield. This facile synthetic method using arylhydrazines will be a promising guide for the synthesis of azacycles from arylhydrazines.
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