126855-72-9Relevant academic research and scientific papers
I2/KI-Catalyzed synthesis of 5-trifluoromethylated 1,2,4,6-tetrazepine-3-thiones by annulation of trifluoroacetimidoyl chlorides and thiosemicarbazones
Darehkordi, Ali,Khorasani, Farzaneh Nejad,Mohammadi, Marziyeh,Kazemi, Elham
, p. 1835 - 1839 (2020)
Abstract: An efficient and simple protocol for the synthesis of trifluoromethylated 1,2,4,6-tetrazepines by intramolecular cross-coupling of C(sp2)–H and N–H bonds using I2/KI catalyst under aerobic oxidative has been demonstrated. T
A Facile Synthesis of New L-Proline-Based Trifluoromethyl Oxazole Derivatives Using Microwave Irradiation and Conventional Method
Ramezani, Mahin,Darehkordi, Ali
, p. 999 - 1006 (2017)
Cyclization reaction of l-proline with trifluoroacetimidoyl chlorides has been developed as an efficient strategy for the synthesis of trifluoromethyl oxazole derivatives by two methods: (a) in the presence of K2CO3 as a base in acet
Silver-Mediated [3 + 2] Cycloaddition of Azomethine Ylides with Trifluoroacetimidoyl Chlorides for the Synthesis of 5-(Trifluoromethyl)imidazoles
Yang, Hefei,Lu, Shu-Ning,Chen, Zhengkai,Wu, Xiao-Feng
supporting information, p. 4361 - 4370 (2021/03/09)
A silver-mediated [3 + 2] cycloaddition of azomethine ylides with trifluoroacetimidoyl chlorides for the rapid assembly of 5-(trifluoromethyl)imidazoles has been developed. Notable features of the reaction include readily accessible reagents, a broad substrate scope, and high efficiency. The protocol can be successfully applied to construct the analogue of the specific allosteric modulator of GABAA receptors. The silver species could be recycled by a simple operation.
Palladium-catalyzed synthesis of novel trifluoromethylated quinazolinone, N-arylquinazoline and N-benzylquinazoline derivatives
Sajadi, Mahdieh Sadat,Kazemi, Elham,Darehkordi, Ali
supporting information, (2021/04/23)
A simple and palladium-catalyzed procedure for synthesis of a novel series of potentially biologically active trifluoromethyl-substituted quinazolinones and N-arylquinazoline derivatives via condensation-cyclization reaction of 2-aminobenzamide, 2-amino-N′-arylbenzimidamides and 2-amino-N′-benzylbenzimidamides with trifluoroacetimidoyl chlorides has been developed. noteworthy, this investigation showed the possible of transition-metal-catalyzed activation of trifluoroacetimidoyl chlorides as a carbon trifluoromethylated source for the synthesis of quinazolines and quinazolinone derivatives in good to excellent yields.
Synthesis of 5-Trifluoromethyl-1,2,4-Triazoles via Metal-Free Annulation of Trifluoroacetimidohydrazides and Methyl Ketones
Chen, Zhengkai,Tang, Jianhua,Wu, Xiao-Feng,Zhang, Jiajun
, p. 3060 - 3069 (2021/05/10)
A metal-free approach for the synthesis of 5-trifluoromethyl-1,2,4-triazoles via I2-mediated [4+1] annulation of readily available trifluoroacetimidohydrazides and methyl ketones has been achieved. The transformation involves iodination/Kornblum oxidation, intermolecular dehydration condensation and an iodine-mediated intramolecular cyclization/aromatization sequence. The developed protocol can be easily scaled up to 3 mmol scale without obvious efficiency decrease and be implemented by a consecutive one-pot manner. (Figure presented.).
The cascade coupling/iodoaminocyclization reaction of trifluoroacetimidoyl chlorides and allylamines: metal-free access to 2-trifluoromethyl-imidazolines
Chen, Zhengkai,Du, Shiying,Song, Yufei,Wang, Le-Cheng,Wu, Xiao-Feng
supporting information, p. 6115 - 6119 (2021/07/21)
A metal-free cascade coupling/iodoaminocyclization reaction for the rapid assembly of 2-trifluoromethyl-imidazolines has been disclosed. The transformation applies readily accessible trifluoroacetimidoyl chlorides, allylamines andN-iodosuccinimides as the starting substrates, achieving an efficient and straightforward pathway to construct diverse imidazoline derivatives. Excellent efficiency of the reaction is observed (higher than 90% isolated yield for half of the examples), and the obtained imidazoline products bearing a pendent iodomethyl group could be easily transformed into other synthetically valuable compounds.
Annulation of CF3-Imidoyl Sulfoxonium Ylides with 1,3-Dicarbonyl Compounds: Access to 1,2,3-Trisubstituted 5-Trifluoromethylpyrroles
Wen, Si,Tian, Qingyu,Chen, Yanhui,Zhang, Yuqing,Cheng, Guolin
supporting information, p. 7407 - 7411 (2021/10/12)
A lithium-bromide-promoted nucleophilic substitution/annulation cascade reaction between CF3-imidoyl sulfoxonium ylides and 1,3-dicarbonyl compounds has been established, and the corresponding 1,2,3-trisubstituted 5-trifluoromethylpyrroles have been obtai
Oxidative Cyclization of Trifluoroacetimidohydrazides with D-Glucose for the Metal-Free Synthesis of 3-Trifluoromethyl-1,2,4-Triazoles
Lu, Shu-Ning,Yang, Hefei,Zhang, Jiajun,Chen, Zhengkai,Wu, Xiao-Feng
supporting information, p. 4982 - 4987 (2021/10/14)
A metal-free oxidative cyclization of readily available trifluoroacetimidohydrazides with D-glucose for the assembly of 3-trifluoromethyl-1,2,4-triazoles has been disclosed. D-glucose is applied as C1 synthon to provide methine source in the reaction. Control experiments have been conducted to shed light on the reaction mechanism. The synthetic utility of the protocol has been explored by the implementation of scale up reaction and the synthesis of the key skeleton of NKI-receptor ligand. (Figure presented.).
Elemental Sulfur and Dimethyl Sulfoxide-Promoted Oxidative Cyclization of Trifluoroacetimidohydrazides with Methylhetarenes for the Synthesis of 3-Hetaryl-5-trifluoromethyl-1,2,4-triazoles
Chen, Zhengkai,Tang, Jianhua,Wu, Xiao-Feng,Zhang, Jiajun
supporting information, p. 3443 - 3447 (2021/11/10)
A metal-free approach for the synthesis of 3-hetaryl-5-trifluoromethyl-1,2,4-triazoles via sulfur/dimethyl sulfoxide-promoted oxidative cyclization of readily available trifluoroacetimidohydrazides with methylhetarenes has been developed. This transformation proceeds in cascade sulfur-mediated generation of thioaldehyde, condensation, intramolecular cyclization and oxidative aromatization sequence.
Palladium-Catalyzed Four-Component Carbonylative Cyclization Reaction of Trifluoroacetimidoyl Chlorides, Propargyl Amines, and Diaryliodonium Salts: Access to Trifluoromethyl-Containing Trisubstituted Imidazoles
Chen, Zhengkai,Wang, Wei-Feng,Yang, Hefei,Wu, Xiao-Feng
supporting information, p. 1980 - 1984 (2020/03/04)
A palladium-catalyzed four-component carbonylative cyclization reaction for the expeditious construction of trifluoromethyl-containing trisubstituted imidazoles has been achieved. With readily accessible trifluoroacetimidoyl chlorides, propargyl amines, a
