Regioselective solvent-sensitive reactions of 6-(trifluoromethyl)comanic acid and its derivatives with phenylhydrazine

“Nok”: A Phytosterol-Based Amphiphile Enabling Transition-Metal-Catalyzed Couplings in Water at Room Temperature

“…Since nanomicelles supply, by virtue of their inner lipophilic cores, minimum amounts of the reaction solvent, and given the huge role that organic solvents play in organic reactions, 9 the nature of the surfactant can oftentimes be crucial in determining the success of a given reaction. Moreover, the amphiphile should be chosen wisely to align with the “12 Principles of Green Chemistry”, 10 that is, it should be “benign by design’, 11 and hence, environmentally innocuous.…”

2-(Trifluoromethyl)-4H-pyran-4-ones: Convenient, available and versatile building-blocks for regioselective syntheses of trifluoromethylated organic compounds

“…Thus, heating 6- 1H-pyrazole-5-carboxamide 92 (15%). In this case, the reaction in dioxane or toluene did not produce a pyrazole derivative, and gave a complex mixture of products instead [10]. Reaction between 53 and hydroxylamine in ethanol proceeded by the nucleophilic addition to the cyano group to give amidoxime 99 (77%) (Scheme 34) [11].…”

“…Subsequent investigations showed that reactions of these non-symmetrically substituted CF 3 -pyrones (6-CF 3 -comanic acid and its derivatives) with nucleophiles can be very sensitive to the nature of solvent that allows regioselective preparation of target trifluoromethylated products choosing only the appropriate solvent [10]. Moreover, the preparation of various representatives belonging to biologically and medicinally important classes of compounds (e.g.…”

Sulfur analogs of fluorinated pyrones, chromones and coumarins

“…While trifluoromethylated α-and γ -pyrones have been extensively investigated regarding their synthesis and chemical properties (1)(2)(3)(4)(5)(6), little attention has been paid toward the reactivity of their sulfur analogs, probably owing to the lack of general methods for the preparation of these compounds. Only a handful of papers describing some fluorine-containing thiopyrones are present in the literature.…”