HFIP-Catalyzed Mannich Reaction: Divergent Synthesis of Difluoro-Substituted 3,4-Dihydroquinoxalin-2(1H)-ones and Monofluoroquinoxalin-2(1H)-ones

被引：6
作者：
Xiong, Daokai [1 ]
Zhang, Zhengjie [2 ]
Zhang, Jing [3 ,4 ]
Wang, Yurong [2 ]
Yang, Jianguo [3 ,4 ]
Wang, Zhiming [3 ,4 ]
Zhang, Pengfei [1 ]
机构：
[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 311121, Zhejiang, Peoples R China
[2] Zhejiang Chinese Med Univ, Sch Pharmaceut Sci, Hangzhou 310053, Zhejiang, Peoples R China
[3] Taizhou Univ, Adv Res Inst, Jiaojiang 318000, Zhejiang, Peoples R China
[4] Taizhou Univ, Sch Pharmaceut Sci, Jiaojiang 318000, Zhejiang, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 09期
关键词：
hexafluoroisopropanol catalysis; 3; 4-dihydroquinoxalin-2(1H)-ones; quinoxalin-2(1H)-ones; DIFLUOROENOXYSILANES; ALCOHOLS; QUINOXALINE; FLUORINE; QUINOXALIN-2(1H)-ONES; DIFLUOROALKYLATION; FUNCTIONALIZATION; CONSTRUCTION; ACCESS; ETHERS;
D O I：
10.1002/adsc.202300073
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
Hexafluoroisopropanol (HFIP) has been extensively applied in organic synthesis as a versatile reaction media. However, the application of HFIP as an catalyst in organic synthesis has been rarely studied. Presented here, is the example of HFIP-catalyzed Mannich-type reaction between quinoxalin-2(1H)-ones and difluoroenoxysilanes. The developed protocol tolerates various substituents under mild reaction conditions, providing a divergent approach to the construction of difluoro-substituted 3,4-dihydroquinoxalin-2(1H)-ones and monofluoroquinoxalin-2(1H)-ones in 51-92% yields.
引用
收藏
页码：1413 / 1418
页数：6
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