Trifluoromethylating Reagent Research Articles

ChemInform Abstract: New Stable Reagents for the Nucleophilic Trifluoromethylation. Part 1. Trifluoromethylation of Carbonyl Compounds with N-Formylmorpholine Derivatives.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

New stable reagents for the nucleophilic trifluoromethylation. Part 2: Trifluoromethylation with silylated hemiaminals of trifluoroacetaldehyde

New reagents for the nucleophilic trifluoromethylation have been easily synthesized from fluoral hemiketal. They provide silylated trifluoromethylcarbinol from non-enolizable carbonyl compounds.

New stable reagents for the nucleophilic trifluoromethylation. 1. Trifluoromethylation Of carbonyl compounds with N-formylmorpholine derivatives

A new stable equivalent of the trifluoromethyl anion has been synthesized from fluoroform. It reacts with nonenolizable carbonyl compounds such as the Ruppert's reagent.

ChemInform Abstract: Trifluoromethyl Zinc Bromide ‐ A Useful Trifluoromethylation and Difluoromethylation Reagent

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Facile Preparation of (Trifluoromethyl)tributyltin and Transtrifluoromethylation of Disilyl Sulfides to the Corresponding Trifluoromethylsilanes1

(Trifluoromethyl)trimethylsilane (Me3SiCF3) was converted to (trifluoromethyl)tributyltin (Bu3SnCF3, 1) in quantitative yield by treatment with bis(tributyltin) oxide in tetrahydrofuran under fluoride ion initiation. Bu3SnCF3 was found to readily trifluoromethylate disilyl sulfides at room temperature giving the corresponding trifluoromethylated di- and trialkylsilanes in high yields. This method provides a new approach for the preparation of silicon-based trifluoromethylating reagents via transtrifluoromethylation of compounds containing Si-S bonds.

Trifluoromethylierungsreaktionen von CF 3I, Te(CF 3) 2, Sb(CF 3) 3, Hg(CF 3) 2, und Cd(CF 3) 2·D mit furan, Thiophen, Pyrrol und p-Benzochinon [1

The trifluoromethylation reactions of Cd(CF 3) 2·glyme, Hg(CF 3) 2, Sb(CF 3)3, CF 3I, and Te(CF 3) 2 with furan, thiophene, pyrrol, and p-benzoquinone are compared under similar conditions. During the photochemical reactions the reactivity increases in the series Cd(CF 3) 2·glyme < Hg(CF 3) 2 < Sb(CF 3) 3 < CF 3I < Te(CF 3) 2. Cd(Cf 3) 2 complexes do not react to form trifluormethylated compounds either by photóchemical or by thermal initiation. The best reagents for thermal reactions are CF 3I and Te(CF 3) 2. The yields and the compositions of the products depend on the time of irradiation and on the temperature. The reactions with the heterocyclic compounds mainly yield 2-trifluoromethylfuran, 2-trifluoromethylthiophene, and 2-trifluoromethylpyrrol, respectively. Te(CF 3) 2 and furan or thiophene additionally give dihydro-trifluoromethylfuran and -thiophene compounds. With p-benzoquinone surprisingly the trifluoromethylhydroquinones are formed. In all reactions Te(CF 3) 2 is the most suitable trifluoromethylation reagent. The 1H-, 19F-NMR, the i.r. and mass spectra are described.

Synthese und eigenschaften von trifluormethyl-Molybdän- und -Wolfram-Verbindungen

Under polar conditions Cd(CF 3) 2 complexes react with (CO) 3CpMCl ( M = Mo, W) to form the corresponding M-CF 3 compounds. (CO) 3CpMoCF 3 is identified by comparing its spectroscopical data with the described ones. The 1H-, 13C, 13C, 19F-, and 183W-NMR spectra, the i.r. and mass spectra of the new compound (CO) 3CpWCF 3 are discussed. Both M-CF 3 compounds do not react as polar trifluoromethylation reagents.

Trialkylsily(trifluoromethyl)diazenes as Tailored Reagents for Nucleophilic Trifluoromethylation

AbstractThe complete manuscript of this communication appears in: Angew. Chem. Suppl. 1982, 1121. DOI:10.1002/anie.198211210