Studies on organic fluorine compounds. XLVI. Synthesis of 4-trifluoromethyl-2(5H)-furanone and 4-trifluoromethyl-N-substituted dihydropyrrol-2-ones.
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چکیده
منابع مشابه
Convenient synthesis of 4-trifluoromethyl-substituted imidazole derivatives.
Mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1), obtained from the reaction of N-acyl-N-alkylglycines (2) with trifluoroacetic anhydride, react with ammonia to give 4-trifluoromethyl-3,4-dihydroimidazoles (3) in high yields. Dehydration of 3 gives 4-trifluoromethylimidazoles (4) in high yields. The novel ring transformation of 1 into 3 occurs via a regioselective attack of ammonia on the...
متن کاملConformational studies on heteroleptic trifluoromethyl-substituted phenylboranes.
Organoboranes carrying electron-withdrawing substituents are commonly used as Lewis acidic catalysts or cocatalysts in a variety of organic processes. These Lewis acids also became popular through their application in `frustrated Lewis pairs', i.e. combinations of Lewis acids and bases that are unable to fully neutralize each other due to steric or electronic effects. We have determined the cry...
متن کاملSynthesis of Substituted α-Trifluoromethyl Piperidinic Derivatives.
A comprehensive survey of pathways leading to the generation of α-trifluoromethyl monocyclic piperidinic derivatives is provided (65 references). These compounds have been synthesized either from 6-membered rings e.g., pipecolic acid or lactam derivatives by introduction a trifluoromethyl group, from pyridine or pyridinone derivatives by reduction, and from 5-membered rings e.g., prolinol deriv...
متن کاملCrystal Structure, Aromatic Character and AM1 Calculations of 2-(N’- Benzylidenehydrazino)-4-trifluoromethyl-pyrimidine and 2-(N’-2-Methyl- benzylidenehydrazino)-5-methyl-4-trifluoromethyl-pyrimidine
The structure of two novel 2-(N’-benzylidenehydrazino)-4-trifluoromethyl-pyrimidines has been determined by X-ray crystallography and their energy-minimized structures were stablished by molecular orbital calculations (AM1) by means of comparison. Additionally, the bond lengths of the compounds were analyzed in order to verify the occurance of electronic resonance. Bond lengths and bond angles ...
متن کاملIsothiourea-mediated one-pot synthesis of trifluoromethyl substituted 2-pyrones.
A one-pot isothiourea-mediated Michael addition/lactonization/thiol elimination cascade sequence for the formation of 4,6-disubstituted and 3,4,6-trisubstituted 2-pyrones from (phenylthio)acetic acids and α,β-unsaturated trifluoromethyl ketones is described. The synthesis of a COX-2 inhibitor and the wide-ranging derivatization of the 2-pyrone moiety to trifluoromethyl substituted aromatics and...
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ژورنال
عنوان ژورنال: Chemical and Pharmaceutical Bulletin
سال: 1985
ISSN: 0009-2363,1347-5223
DOI: 10.1248/cpb.33.4026