Fluorinated oxetane derivatives

Patent Fluorinated Oxetane Derivatives and Production Process Thereof... 

Four-membered heterocydes are easily formed via [2+2] cycloaddition reac tions [63] These cycloaddition reactions normally represent multistep processes with dipolar or biradical intermediates The fact that heterocumulenes, like isocyanates, react with electron-deficient C=X systems is well-known [77d] Via this route, p lactones are formed on addition of ketene derivatives to hexafluoroacetone [777, 77S] The presence of a trifluoromethyl group adjacent to the C=N bond in quinoxalines, l,4-benzoxazin-2-ones, l,2,4-tnazin-5-ones, and l,2,4-tnazm-3,5-diones accelerates [2+2] photocycloaddition processes with ketenes and allenes [106] to yield the corresponding azetidine derivatives Starting from olefins, fluorinated oxetanes are formed thermally and photochemically [779, 720] The reaction of 577-1,2-azaphospholes with fluonnated ketones leads to [2+2] cycloadducts [727] (equation 27)... 

Prediction of the NMR signals for derivatives of naphthalene was studied using statistical SCS values. F, H, and C NMR spectral data are reported for a variety of oxetane compounds containing fluorine on or near the ring. Effects of substituents on the spectra are analyzed and correlations of chemical shifts and coupling constants in terms of molecular structure are presented. A series of 2-aryl-2-hydroxy-1,1,3,3-tetramethyl-5,8-dioxaspir-o[3.4]octanes (1), 3-aryl-3-hydroxyl-2,2,4,4-tetramethylcyclobutanones (2), and... 

Liska, R Dedek, V. Holik, M. Organic fluorine compounds. VIII. Cyclization of fluorochloroalkanols to fluorinated derivatives of oxetane and tetrahydropyran. Collect. Czech. Chem. Commun. 1970, 35(4), 1208-1215. 

Archibald, Manser, and coworkers developed a series of analogs of nitratoalkyl polymers (e.g., poly-NMMO and poly-BNMO). 3-(Difluor-aminomethyl)-3-methyloxetane (14) and 3,3-bis(difluoraminomethyl)oxetane (15) [100] monomers were prepared by direct fluorination of corresponding carbamate ester derivatives [101,102]. The monomers were polymerized (Scheme 11) to form homopolymers and copolymers with load-bearing polyether backbones as well as energetic NF2 groups. 

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