On-Water Synthesis of 2-Substituted Quinolines from 2-Aminochalcones Using Benzylamine as the Nucleophilic Catalyst

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42

초록

On-water synthesis of 2-substituted quinolines from 2-aminochalcone derivatives was developed using benzylamine as the nucleophilic catalyst. Various 2-aminochalcones could be applied to this protocol, and the desired 2substituted quinoline products were isolated in excellent yields by simple filtration. Furthermore, we elucidated the role of benzylamine in this transformation and provided the detailed reaction mechanism. This protocol has several additional advantages, such as simple operation, broad substrate scope, good functional group tolerance, easy product isolation, recycling of the catalyst, and gram-scale synthesis.

키워드

ORGANIC-CHEMISTRYAQUEOUS-MEDIAACIDISOMERIZATIONCONSTRUCTIONDERIVATIVESARYLATIONLIGHTBOND
제목
On-Water Synthesis of 2-Substituted Quinolines from 2-Aminochalcones Using Benzylamine as the Nucleophilic Catalyst
저자
Lee, So YoungCheon, Cheol-Hong
DOI
10.1021/acs.joc.8b01675
발행일
2018-11-02
유형
Article
저널명
The Journal of Organic Chemistry
83
21
페이지
13036 ~ 13044