Metal-Free One-Pot Synthesis of (Tetrahydro)Quinolines through Three-Component Assembly of Arenediazonium Salts, Nitriles, and Styrenes
- Title
- Metal-Free One-Pot Synthesis of (Tetrahydro)Quinolines through Three-Component Assembly of Arenediazonium Salts, Nitriles, and Styrenes
- Author
- 윤소원
- Keywords
- multicomponent reactions; nitrogen heterocycles; one-pot reaction; quinolines; tetrahydroquinolines
- Issue Date
- 2018-01
- Publisher
- WILEY-V C H VERLAG GMBH
- Citation
- ADVANCED SYNTHESIS & CATALYSIS, v. 360, no. 2, page. 278-283
- Abstract
- A highly efficient and convenient metal-free, one-pot synthesis of diversely substituted (tetrahydro)quinolines has been achieved through a three-component assembly reaction of arenediazonium salts, nitriles, and styrenes. In sharp contrast to the prior works with the same reagent blend, the formation of N-arylnitrilium intermediates from arenediazonium salts and nitriles was followed by reaction with styrenes, leading to 3,4-dihydroquinolinium salts as a common intermediate. These could be further transformed to quinolines and tetrahydroquinolines depending on the reaction conditions. The advantages of this protocol include its simplicity, metal-free and mild conditions, readily available starting materials, and good functional group tolerance.
- URI
- https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201701451https://repository.hanyang.ac.kr/handle/20.500.11754/117028
- ISSN
- 1615-4150; 1615-4169
- DOI
- 10.1002/adsc.201701451
- Appears in Collections:
- COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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