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Efficient 1,4-addition of α-substituted fluoro(phenylsulfonyl)methane derivatives to α,β-unsaturated compounds

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BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.4.17

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The 1,4-addition of a monofluoromethyl nucleophile to a variety of alpha, beta-unsaturated compounds has been achieved under mild conditions using either phosphines or potassium carbonate at room temperature. alpha-Substituted fluoro(phenylsulfonyl) methane easily undergoes Michael addition to alpha, beta-unsaturated ketones, esters, nitriles, sulfones, as well as propynoates at room temperature to yield the corresponding adducts in moderate to excellent yields.

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