676095-45-7Relevant academic research and scientific papers
The chemistry of tetrafluoroallene: Nucleophilic addition reactions with phenols and amines
Xiao, Ji-Chang,Chen, Qing-Yun
, p. 189 - 195 (2003)
Treatment of tetrafluoroallene or its precursor, ICF2 CH2CF2I, with phenols in the presence of K2CO3 gave the corresponding unsaturated ethers. Tetrafluoroallene also reacted readily with amines in TH
Synthesis of Fluorinated Amides Starting from Carbohydrates Based on the Claisen Rearrangement
Bilska-Markowska, Monika,Lusina, Aleksandra,Patyk-Ka?mierczak, Ewa
supporting information, (2022/02/09)
The search for new methods for installation of fluorine atoms into organic molecules is still a widely studied issue. In this work, an efficient synthetic protocol for the synthesis of fluorine-containing amides derived from sugar has been presented. This approach involved the Claisen rearrangement of previously obtained fluorinated vinyl ethers. The three fluorinated olefins: 1,1,3,3,3-pentafluoroprop-1-ene (2H-PFP), 1,2,3,3,3-pentafluoroprop-1-ene (1H-PFP) and hexafluoroprop-1-ene (HFP) were used as a source of fluorine. New compounds were characterized by 1H, 19F and 13C NMR spectroscopy and high resolution mass spectrometry. The X-ray crystal structures of some fluorinated derivatives were obtained confirming structure, geometry and absolute configuration. The resulting molecules, due to possibility of further transformation of their functional groups, can be valuable fluorinated scaffolds for the synthesis of subsequent chemical compounds.
Copper-Catalyzed Selective Defluorinative Sulfuration of Trifluoropropanamides Leading to α-Fluorothioacrylamides
Shen, Xiao-Qin,Wang, Sui-Qian,Fan, Dongfeng,Zhang, Xing-Guo,Tu, Hai-Yong
, p. 1591 - 1600 (2021/01/13)
A practical and efficient method for the synthesis of α-fluorothioacrylamide was developed from selective defluorinative sulfuration of trifluoropropanamides with disulfides. The N-chelation-assisted copper-catalyzed defluorination and sulfurization reactions feature excellent functional group tolerance and incorporation of both sulfur atoms of disulfides into acrylamides.
Mechanistic studies on α-trifluoromethylation of ketones via silyl enol ethers and its application to other carbonyl compounds
Sato, Kazuyuki,Yuki, Takashi,Yamaguchi, Ryoji,Hamano, Tetsuya,Tarui, Atsushi,Omote, Masaaki,Kumadaki, Itsumaro,Ando, Akira
supporting information; experimental part, p. 3815 - 3819 (2009/10/01)
(Chemical Equation Presented) Synthesis of α-CF3 carbonyl compounds has been recognized to be difficult up to now because the polarization of CF3δ--Iδ+ is opposite to that of CH3δ+-Iδ-, and this makes it difficult to introduce CF3+ unit to enolates. We recently reported an effective R-trifluoromethylation of ketones by using Et 2Zn with Rh catalyst, but the mechanism has not fully been cleared. Now, we carried out the detailed mechanistic studies and found the involvement of a highly reactive alkylrhodium complex which derived from Et2Zn and RhCl(PPh3)3 in this α-trifluoromethylation. Furthermore, this α-trifluoromethylation was applied to other types of carbonyl compounds in good yields.
An efficient sequence for the preparation of small secondary amine hydrochloride salts for focused library generation without need for distillation or chromatographic purification
Dubowchik, Gene M.,Michne, Jodi A.,Zuev, Dmitry
, p. 3147 - 3149 (2007/10/03)
Collections of small secondary amines for compound library generation can be efficiently prepared by amide reduction using BH3-THF or Red-Al followed by brief methanolysis, trapping with di-tert-butyl dicarbonate, and deprotection with 4M HCl i
