Zhang, Xinyu; Li, Linxuan; Zanoni, Giuseppe; Han, Xinyue; Bi, Xihe published the artcile< Direct gem-Difluoroalkenylation of X-H Bonds with Trifluoromethyl Ketone N-Triftosylhydrazones for Synthesis of Tetrasubstituted Heteroatomic gem-Difluoroalkenes>, Quality Control of 627-27-0, the main research area is heteroatomic gem difluoroalkene preparation DFT; trifluoromethyl ketone triftosylhydrazone amine difluoroalkenylation silver catalyst; alc trifluoromethyl ketone triftosylhydrazone difluoroalkenylation silver catalyst; carbene; difluoroalkene; difluoroalkenylation; rhodium catalysis; silver catalysis.
Here, the first direct X-H bond gem-difluoroalkenylation of amines, e.g., N-methylaniline and alcs., e.g., methanol with trifluoromethyl ketone N-triftosylhydrazones, e.g., benzenesulfonic acid, 2-(trifluoromethyl)-, 2-(2,2,2-trifluoro-1-phenylethylidene)hydrazide under silver (for (hetero)aryl hydrazones) or rhodium (for alkyl hydrazones) was reported, thereby providing a most powerful method for the synthesis of tetrasubstituted heteroat. gem-difluoroalkenes, e.g., (2,2-difluoro-1-phenyl-vinyl)-methyl-phenyl-amine/1,1-difluoro-2-methoxy-2-phenylethene. This method features a broad substrate scope, high product yield, excellent functional group tolerance, and operational simplicity (open air conditions). Moreover, the site-specific replacement of the carbonyl group with a gem-difluorovinyl ether bioisostere in drug Trimebutine and the post-modification of bioactive mols. demonstrates potential use in medicinal research. Finally, the reaction mechanism was investigated by combining experiments and DFT calculations, and disclosed that the key step of HF elimination occurred via five-membered ring transition state, and the difference in the electrophilicity of Ag- and Rh-carbenes as well as the multiple intermol. interactions rendered the effectiveness of Rh catalyst selectively for alkyl hydrazones.
Chemistry – A European Journal published new progress about Alkenylation (difluoro-). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Quality Control of 627-27-0.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts