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Abstract

A Al ll l e en nq qu ui ir ri ie es s a an nd d m ma an nu us sc cr ri ip pt ts s s sh ho ou ul ld d b be e d di ir re ec ct te ed d t to o: :publishing research papers from all fields of chemical science, including synthesis, structure, new materials, macromolecules, supramolecular chemistry, biological chemistry, nanotechnology, surface chemistry, and analytical techniques. 2 F 5 ) can be synthesized conveniently by cyclodehydration of 1-(2-carboxyphenyl)-3-polyfluoroalkylpropane-1,3-diones, obtained from o-acetylbenzoic acid and polyfluorinated esters, as a separable mixture of Z-and E-isomers. In solution, the Z-and E-isomers of 3-polyfluoroacylmethylenephthalides are interconvertable. For CD 3 CN and (CD 3 ) 2 SO solutions of 1-(2-carboxyphenyl)-3-polyfluoroalkylpropane-1,3-diones a ring-chain tautomerism is observed. The structures of the new compounds have been determined by heteronuclear nuclear magnetic resonance (NMR) spectroscopy and nuclear Overhauser effect (NOE) experiments.

2‐Polyfluoroacylcycloalkanones in reactions with selected phosphorus(III) compounds

“…To avoid trimethylsilyl migration to the HO function of 1,3-diketone, the enol O-silylated derivatives of 2-polyfluoracylcycloalkanones-compounds 3a and 3b-have been used directly, which, regardless of the state of the silatropy equilibrium [16], reacted with tris(trimethylsilyl) phosphite to give 4a and 4b as colourless, moisture sensitive, and viscous liquids in 73 and 75% yield, respectively (Scheme 3).…”

“…The O-silylated ethers 3 were prepared by a reaction of corresponding 1,3-diketones with Me 3 SiCl in the presence of Et 3 N according to Ref. [16].…”

Convenient Synthesis of Ethyl 4-Aryl-6-(trifluoromethyl)-2-oxo-2H-pyran-3-carboxylates and 4-Aryl-6-(trifluoromethyl)-2H-pyran-2-ones: Novel Highly Reactive CF3-Containing Building Blocks

“…Thus, usual recrystallization of 7 from aqueous ethanol led to the formation of ( E )-3-(3,3,3-trifluoro-2-oxopropylidene)indan-1-one 8 in 33% yield. In the 1 H NMR spectrum of 8 , chemical shift of the proton H-4 at the benzene ring (doublet at δ 8.0, J = 7.8 Hz) confirms its E -isomer structure . A possible mechanism of the transformation of 7 into 8 includes attack by a molecule of water on the pyrone ring leading to the formation of the intermediate β-ketoacid C , which easily decarboxylates to indanone 8 .…”