137929-12-5Relevant academic research and scientific papers
A novel access to 4-trifluoromethyl-1,3-thiazole derivatives via an intermediate thiocarbonyl ylide
Obijalska, Emilia,B?aszczyk, Magdalena,Kowalski, Marcin K.,Mlostoń, Grzegorz,Heimgartner, Heinz
, p. 35 - 40 (2019/02/25)
A Lewis acid catalyzed reaction of trifluoroacetyldiazomethane (CF3COCHN2) with thiourea occurs in boiling THF solution in the presence of BF3·OEt2 yielding 2-amino-4-trifluoromethyl-1,3-thiazole in a fair yield
A radical approach to the copper oxidative addition problem: Trifluoromethylation of bromoarenes
Le, Chip,Chen, Tiffany Q.,Liang, Tao,Zhang, Patricia,MacMillan, David W. C.
, p. 1010 - 1014 (2018/06/12)
Transition metal–catalyzed arene functionalization has been widely used for molecular synthesis over the past century. In this arena, copper catalysis has long been considered a privileged platform due to the propensity of high-valent copper to undergo reductive elimination with a wide variety of coupling fragments. However, the sluggish nature of oxidative addition has limited copper’s capacity to broadly facilitate haloarene coupling protocols. Here, we demonstrate that this copper oxidative addition problem can be overcome with an aryl radical–capture mechanism, wherein the aryl radical is generated through a silyl radical halogen abstraction. This strategy was applied to a general trifluoromethylation of aryl bromides through dual copper-photoredox catalysis. Mechanistic studies support the formation of an open-shell aryl species.
Synthesis of Trifluoromethylthiazoles and Their Application to Azo Dyes
Tanaka, Kiyoshi,Nomura, Kazuto,Oda, Hitoshi,Yoshida, Shouhei,Mitsuhashi, Keiryo
, p. 907 - 911 (2007/10/02)
3-Bromo-1,1,1-trifluoropropan-2-one (2) reacted with thiourea and N-monosubstituted thiourea to give the corresponding 4-trifluoromethylthiazoles, respectively.In the reactions with N,N'-diphenylthiourea and thioamides, the considerably stable intermediat
