Facile titanium(IV) chloride and TBD-mediated synthesis of N-aryl-substituted azacycles from arylhydrazines
- Authors
- Tran, Van Hieu; Hong, Wan Pyo; Kim, 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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