Oxidative 3,3,3-trifluoropropylation of arylaldehydes

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Oxidative 3,3,3-trifluoropropylation of arylaldehydes

A reaction between (E)-trimethyl(3,3,3-trifluoroprop-1-en-1-yl)silane (1) and arylaldehydes 2 was triggered by fluoride anions to afford aryl 3,3,3-trifluoropropyl ketones 3 in moderate to good yield. A mechanistic study of this reaction indicated that it occurred via an allyl alkoxide (4). A subsequent 1,3-proton shift of the benzylic proton of 4 forms 3. This reaction involves oxidative 3,3,3...

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ژورنال

عنوان ژورنال: Beilstein Journal of Organic Chemistry

سال: 2013

ISSN: 1860-5397

DOI: 10.3762/bjoc.9.279