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|
| Type |
Poster Presentation |
| Area |
Organic Chemistry |
| Room No. |
Event Hall |
| Time |
4월 19일 (목요일) 11:00~12:30 |
| Code |
ORGN.P-329 |
| Subject |
Metal-Free One-Pot Synthesis of Quinolines and Tetrahydroquinolines |
| Authors |
Huen Ji Yoo, So Won Youn*
Department of Chemistry, Hanyang University, Korea
|
| Abstract |
A new highly effective one-pot, three-component reaction of arenediazonium salts, nitriles, and styrenes for the synthesis of quinolines and tetrahydroquinolines has been developed. 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 selectively transformed to quinolines and tetrahydroquinolines depending on the reaction conditions. This is the first example of the synthesis of both quinolines and tetrahydroquinolines using arenediazonium salts as a C2 building block for a benzene ring fused to a pyridine/piperidine ring. The advantages of this protocol include its simplicity, metal-free and mild conditions, readily available starting materials, and good functional group tolerance. |
| E-mail |
yoohyunjee@hanmail.net |
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121st General Meeting of the KCS