24568-11-4Relevant academic research and scientific papers
Microwave-promoted trifluoroacetylation of amines with TiO(CF3CO2)2
Iranpoor, Nasser,Zeynizadeh, Behzad
, p. 124 - 125 (1999)
Conversion of amines to their corresponding trifluoroacetamides was performed with TiO(CF3CO2)2 in a conventional microwave oven under solvent-free conditions in excellent yields.
Meta Selective C-H Borylation of Sterically Biased and Unbiased Substrates Directed by Electrostatic Interaction
Chaturvedi, Jagriti,Haldar, Chabush,Bisht, Ranjana,Pandey, Gajanan,Chattopadhyay, Buddhadeb
supporting information, p. 7604 - 7611 (2021/05/26)
An electrostatically directed meta borylation of sterically biased and unbiased substrates is described. The borylation follows an electrostatic interaction between the partially positive and negative charges between the ligand and substrate. With this strategy, it has been demonstrated that a wide number of challenging substrates, especially 4-substituted substrates, can selectively be borylated at the meta position. Moreover, unsubstituted substrates also displayed excellent meta selectivity. The reaction employs a bench-stable ligand and proceeds at a milder temperature, precluding the need to synthesize a bulky and sophisticated ligand/template.
SULFONYL-SUBSTITUTED BICYCLIC COMPOUND WHICH ACTS AS ROR INHIBITOR
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Paragraph 0555; 0556, (2020/08/16)
Provided is a sulfonyl-substituted bicyclic compound (A) which acts as a RORγ inhibitor, said compound has good RORγ inhibitory activity and is expected to be used for treating diseases mediated by a RORγ receptor in mammals.
Overcoming inaccessibility of fluorinated imines-synthesis of functionalized amines from readily available fluoroacetamides
Czerwiński, Pawe? J.,Furman, Bart?omiej
supporting information, p. 9436 - 9439 (2019/08/15)
Although imines are convenient substrates for the synthesis of functionalized amines, they may be hard to obtain, as in the case of fluorinated imines. To aid in overcoming this issue, we propose a protocol of corresponding amine synthesis from simple fluoroacetic acid-derived amides using Schwartz's reagent.
Synthetic method of trifluoroacetanilide derivative
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Paragraph 0025-0027, (2017/09/01)
The invention belongs to the technical field of organic synthetic intermediate, and more specifically relates to a method used for catalytic synthesis of a trifluoroacetanilide derivative under catalytic effect of copper. The method comprises following steps: 1, dimethyl sulfoxide, an aniline derivative, ethyl trifluoropyruvate, and cuprous chloride are delivered into a pressure-resistant reaction tube, the pressure-resistant reaction tube is sealed with a plug, and reaction is carried out for 12h in oil bath at 80 DEG C with magnetic stirring; 2, after reaction, extraction is carried out with ether, obtained organic phase substances are mixed, and reduced pressure distillation is carried out so as to remove most of the solvents, and an obtained mixed solution is subjected to column chromatography separation purification with an eluent composed of petroleum ether and ethyl acetate at a volume ratio of 2:1-10:1 so as to obtain a finished product. The trifluoroacetanilide derivative can be widely used in the fields such as organic synthesis, medicine industry, and pesticide industry; cost is low; operation is simple; the substances are widely available; yield is high; and application prospect is promising.
Catalytic reduction of amides to amines by electrophilic phosphonium cations via FLP hydrosilylation
Augurusa, Alessandra,Mehta, Meera,Perez, Manuel,Zhu, Jiangtao,Stephan, Douglas W.
supporting information, p. 12195 - 12198 (2016/10/21)
A catalytic methodology for the conversion of amides to amines is reported. Of the 25 examples described, 14 examples involve the reduction of N-trifluoroacetamides to the corresponding trifluoroethylamines. These reductions are achieved by catalytic hydrosilylation of the amide mediated by an electrophilic phosphonium cation (EPC) catalyst.
Ligand-Controlled Regioselective Copper-Catalyzed Trifluoromethylation To Generate (Trifluoromethyl)allenes
Ambler, Brett R.,Peddi, Santosh,Altman, Ryan A.
supporting information, p. 2506 - 2509 (2015/05/27)
(Chemical Equation Presented) "Cu-CF3" species have been used historically for a broad spectrum of nucleophilic trifluoromethylation reactions. Although recent advancements have employed ligands to stabilize and harness the reactivity of this key organometallic intermediate, the ability of a ligand to differentiate a regiochemical outcome of a Cu-CF3-mediated or -catalyzed reaction has not been previously reported. Herein, we report the first example of a Cu-catalyzed trifluoromethylation reaction in which a ligand controls the regiochemical outcome. More specifically, we demonstrate the ability of bipyridyl-derived ligands to control the regioselectivity of the Cu-catalyzed nucleophilic trifluoromethylation reactions of propargyl electrophiles to generate (trifluoromethyl)allenes. This method provides a variety of di-, tri-, and tetrasubstituted (trifluoromethyl)allenes, which can be further modified to generate complex fluorinated substructures.
A simple and efficient method for trifluoroacetylation of arylamines using trifluoroacetic acid and triphosgene
Han, Ki-Jong,Kim, Misoo
experimental part, p. 559 - 561 (2012/06/04)
A simple and efficient one-pot procedure for trifluoroacetylation of arylamines using trifluoroacetic acid and triphosgene is reported. A mixed trifluoroacetic anhydride generated in situ reacts with a variety of arylamines to give the corresponding trifluroacetamides in high yields.
Switching reaction pathways of trifluoromethylated thiobenzanilides by choice of different oxidative systems
Zhu, Jiangtao,Xie, Haibo,Li, Shan,Chen, Zixian,Wu, Yongming
, p. 306 - 309 (2011/06/20)
Trifluoromethylated thiobenzanilides are efficiently converted to 2-trifluoromethylbenzothiazoles via intramolecular oxidative cyclization under CAN/NaHCO3 oxidation, while the dimerized products with "-S-S-" bond linkage are obtained when PIDA
Copper-catalyzed synthesis of primary arylamines from aryl halides and 2,2,2-trifluoroacetamide
Tao, Chuan-Zhou,Li, Juan,Fu, Yao,Liu, Lei,Guo, Qing-Xiang
, p. 70 - 75 (2008/09/17)
A catalytic method was developed to synthesize primary arylamines from the corresponding aryl bromides and iodides under mild conditions (yields = 80-99%). Crystalline 2,2,2-trifluoroacetamide was used as ammonia surrogate and CuI/N,N′-dimethyl ethylenediamine was used as catalyst to achieve the C-N cross-coupling.
