Beilstein J. Org. Chem.2010,6, No. 46, doi:10.3762/bjoc.6.46
States 10.3762/bjoc.6.46 Abstract Treatment of 2,2-bis(trifluoromethyl)-4-R-oxetanes (R = C2H5O, n-C3H7O, n-C4H9O) with BF3·OEt2 in CH2Cl2 solvent results in spontaneous electrophilic [4 + 4] cyclodimerization with the formation of the corresponding 2,2,6,6-tetrakis(trifluoromethyl)-4,8-dialkoxy-1,5
was established by single crystal X-ray diffraction.
Keywords: cyclodimerization; electrophilic [4 + 4] cyclodimerization; fluorinated oxetanes; fluorinated thietanes; reaction with alcohols; reaction with H2SO4; Introduction
Polyfluorinated 2,2-bis(trifluoromethyl)-4-alkoxy-oxetanes and -thietanes
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Graphical Abstract
Scheme 1:
Electrophilic [4 + 4] dimerization of oxetanes 1a–c under action of BF3·OEt2 catalyst.