56286-73-8Relevant articles and documents
Trifluoromethanesulfonic Anhydride as a Low-Cost and Versatile Trifluoromethylation Reagent
Ouyang, Yao,Xu, Xiu-Hua,Qing, Feng-Ling
supporting information, p. 6926 - 6929 (2018/05/07)
A large number of reagents have been developed for the synthesis of trifluoromethylated compounds. However, an ongoing challenge in trifluoromethylation reaction is the use of less expensive and practical trifluoromethyl sources. We report herein the unprecedented direct trifluoromethylation of (hetero)arenes using trifluoromethanesulfonic anhydride as a radical trifluoromethylation reagent by merging photoredox catalysis and pyridine activation. Furthermore, introduction of both the CF3 and OTf groups of the trifluoromethanesulfonic anhydride into internal alkynes to access tetrasubstituted trifluoromethylated alkenes was achieved. Since trifluoromethanesulfonic anhydride is a low-cost and abundant chemical, this method provides a cost-efficient and practical route to trifluoromethylated compounds.
SYNTHESIS AND POLYMERISATION OF ETHYNYLTHIOPHENES AND ETHYNYLFURANS CONTAINING TRIFLUORMETHYL GROUPS
Nishida, Masakazu,Fujii, Shozo,Aoki, Toshiki,Hayakawa, Yoshio,Muramatsu, Hiroshige,Morita, Tomohiko
, p. 445 - 459 (2007/10/02)
Fluorination of thiophenedicarboxylic acid with sulfur tetrafluoride in the presence of anhydrous hydrogen fluoride provided mono and bis(trifluoromethyl)thiophenes in moderate yields.Ethynylthiophenes and ethynylfurans containing trifluoromethyl groups were prepared via 2,2-dichloro-1-fluorovinyl compounds.In polymerizations using transitions metal catalysts, 3-ethynylthiophenes gave polymers in high yields, which were soluble in THF and/or fluorocompounds, while 2-ethynylthiophenes polymerized in low yields.In γ-ray induced polymerization, only 2,5-bis(trifluoromethyl)-3-ethynylthiophene afforded the corresponding polymers.Thermal decomposition temperatures of polymers obtained increased by introduction of the trifluoromethyl groups as well as the methyl groups.
