On-Water Synthesis of 2-Substituted Quinolines from 2-Aminochalcones Using Benzylamine as the Nucleophilic Catalyst
So Young Lee, Cheol-Hong Cheon*
*Department of Chemistry, Korea University, 145 Anam-ro, Seongbuk-gu, Seoul 02841, Republic of Korea,
Email: cheonkorea.ac.kr
S. Y. Lee, C.-H. Cheon, J. Org. Chem., 2018, 83, 13036-13044.
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Abstract
Benzylamine as the nucleophilic catalyst enables an on-water synthesis of 2-substituted quinolines in excellent yields from 2-aminochalcone derivatives. This protocol offers simple operation, broad substrate scope, good functional group tolerance, easy product isolation by simple filtration, recycling of the catalyst, and gram-scale synthesis.
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proposed mechanism
Key Words
ID: J42-Y2018