185031-04-3Relevant academic research and scientific papers
Trifluoromethyl ketones from enolizable carboxylic acids via enediolate trifluoroacetylation/decarboxylation
Reeves, Jonathan T.,Song, Jinhua J.,Tan, Zhulin,Lee, Heewon,Yee, Nathan K.,Senanayake, Chris H.
supporting information; experimental part, p. 9476 - 9478 (2009/04/06)
(Chemical Equation Presented) Primary and secondary (enolizable) carboxylic acids were converted in a single step to trifluoromethyl ketones. Treatment of the acid with 2.2 equiv of LDA generated an enediolate that was trifluoroacetylated with EtO2CCF3. Quenching the reaction mixture with aqueous HCl resulted in rapid decarboxylation and provided the trifluoromethyl ketone product in good yield. The process may be performed at -20°C with a slight reduction in yield. The reaction was extended to the preparation of pentafluoroethyl and chlorodifluoromethyl ketones.
Synthesis of Tetracoordinate 1,2-Oxaselenetanes and Their Oxirane Formation Reaction
Kawashima, Takayuki,Ohno, Fumihiko,Okazaki, Renji
, p. 501 - 504 (2007/10/03)
Tetracoordinate trans- and cis-3,4-diphenyl-4-trifluoromethyl-1,2-oxaselenetanes bearing the Martin ligand were synthesized by the oxidative cyclization of the corresponding β-hydroxyalkyl selenides with Br2 in the presence of Et3N. Their thermolysis affo
A trifluoromethyl group directed semipinacol rearrangement: Synthesis of α-(trifluoroacetyl) diarylmethanes
Hornyak, Gyula,Fetter, J.ozsef,Nemeth, G.abor,Poszavacz,Simig, Gyula
, p. 49 - 51 (2007/10/03)
Semipinacol rearrangements of trifluoromethyl substituted vic-diol monomethyl ethers proceeded smoothly to give α-(trifluoroacetyl) diarylmethanes in good yields. The trifluoromethyl group gave specific orientation to the course of the rearrangement.
Novel reactivity of tetracoordinate 1,2λ4-oxaselenetanes: Oxirane formation reaction with retention of configuration
Ohno, Fumihiko,Kawashima, Takayuki,Okazaki, Renji
, p. 1671 - 1672 (2007/10/03)
Stable tetracoordinate 3-phenyl-1,2λ4-oxaselenetanes give the corresponding oxiranes upon thermolysis; in sharp contrast to Corey-Chaykovsky type reactions, oxirane formation proceeds with retention of configuration, and the reaction can be recognised as a new type of carbon-oxygen ligand coupling reaction of λ4-selenanes.
