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

被引：7

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

页码：1413 / 1418

页数：6

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