349-60-0Relevant academic research and scientific papers
Selective Defluoroallylation of Trifluoromethylarenes
Luo, Chaosheng,Bandar, Jeffrey S.
supporting information, p. 14120 - 14125 (2019/10/11)
We report a fluoride-initiated coupling reaction between trifluoromethylarenes and allylsilanes to access allylated α,α-difluorobenzylic compounds. This method's utility is demonstrated through a 30 mmol scale reaction, a sequential allylation/derivatization protocol and multiple examples of site-selective trifluoromethylarene allylation. Initial mechanistic studies suggest a base-induced single electron transfer pathway is responsible for the high efficiency and selectivity of this novel C-F substitution process.
Trifluoromethylation of Arylsilanes with [(phen)CuCF3]
Morstein, Johannes,Hou, Haiyun,Cheng, Chen,Hartwig, John F.
supporting information, p. 8054 - 8057 (2016/09/13)
A method for the trifluoromethylation of arylsilanes is reported. The reaction proceeds with [(phen)CuCF3] as the CF3source under mild, oxidative conditions with high functional-group compatibility. This transformation complements prior trifluoromethylation of arenes in several ways. Most important, this method converts arylsilanes formed by the silylation of aryl C?H bonds to trifluoromethylarenes, thereby allowing the conversion of arenes to trifluoromethylarenes. The unique capabilities of the reported method are demonstrated by the conversion of a C?H bond into a C?CF3bond in active pharmaceutical ingredients which do not undergo this overall transformation by alternative functionalization processes, including a combination of borylation and trifluoromethylation.
Method for preparing alkyl ethers and aryl ethers
-
Page/Page column 4, (2008/06/13)
Method for preparing compounds of the formula (III) by reacting compounds of the formula (II) with a) an alcoholate or b) an alcohol R1-OH and a base in the presence of a Cu-containing catalyst and of a ligand, where X1-5 are independently of one another either carbon or nitrogen, or in each case two adjacent X1R1, with i=1?6, linked by a formal double bond together O, S, NRH or Nrl. The ligands preferably employed are acyclic and/or cyclic oligo- and polyglycols, oligo- and polyamides or oligo- and polyamine glycols of the general formula (IV) k is an integer >0 and n is an integer >1; X and Y are independently of one another O, NH or NR1.
2-Methoxy-4,6-bis(trifluoromethyl)phenyllithium: A new stable aryllithium useful as an intermediate to bis(trifluoromethyl)aromatics
Dmowski, Wojciech,Piasecka-Maciejewska, Krystyna
, p. 59 - 63 (2007/10/03)
A method for the preparation of 3,5-bis(trifluoromethyl)anisole (3) has been developed. Lithiation of 3 occurred exclusively at the position ortho to the CH3O group to give a thermally stable lithium derivative 6 which readily undergoes conventional reactions with a number of electrophiles. Formylation and carboxylation of 6 gave bis(trifluoromethyl) derivatives of salicylic aldehyde and salicylic acid 9-12 in good yields.
