Synthesis of 4-Trifluoromethylated 1,3-Butadienes via Palladium Catalyzed Heck Reaction

被引:13
|
作者
Li, Yang [1 ]
Hao, Meng [1 ]
Chang, Yu-Chen [1 ]
Liu, Yuan [1 ]
Wang, Wen-Fei [1 ]
Sun, Ning [1 ]
Zhu, Wen-Qing [1 ]
Gao, Ziwei [2 ,3 ]
机构
[1] Xian Polytech Univ, Xian Key Lab Text Chem Engn Auxiliaries, Sch Environm & Chem Engn, Xian 710048, Shaanxi, Peoples R China
[2] Yanan Univ, Sch Chem & Chem Engn, Yanan 716000, Shaanxi, Peoples R China
[3] Xinjiang Normal Univ, Urumqi 650100, Xinjiang, Peoples R China
基金
中国国家自然科学基金;
关键词
1; 3-Butadienes; Trifluoromethylated; Heck reaction; Palladium; Synthetic method; TRIFLUOROMETHYLATION; ALKENES; OLEFINS; ALKYNES;
D O I
10.1002/cjoc.202100313
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Main observation and conclusion 1,3-Butadiene plays a key role in modern synthetic chemistry and biochemistry because it is a key intermediate in the synthesis of many drugs. A new and effective method for the synthesis of 4-trifluoromethylated 1,3-butadiene through the fluorinated Heck reaction catalyzed by Pd(0) is described. Without additives, 1-chloro-3,3,3-trifluoropropene (an inexpensive CF3 structural unit that is harmless to ozone) reacts with enamide to synthesize 4-trifluoromethylated 1,3-butadienes with good yield, high regioselectivity and chemical selectivity, and strong tolerance of substrate functional groups such as alkynes, aldehyde, and ester groups.
引用
收藏
页码:2962 / 2966
页数:5
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