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Benary reaction

From Wikipedia, the free encyclopedia

The Benary reaction is an organic reaction. In 1931 Erich Bénary[1][2] discovered that β-(N,N-dialkylamino)-vinyl ketones reacted with Grignard reagents in a 1,4-addition to give α,β-unsaturated ketones, α,β-unsaturated aldehydes and α,β-unsaturated esters as well as poly-unsaturated ketones and aldehydes[3] after hydrolysis of the reaction intermediate and elimination of a dialkylated amine.

Mechanism of the Benary reaction

References

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  1. ^ Benary, Erich (1930). "Über die Einwirkung von Ammoniak und Aminen auf einige aliphatische und aromatische Oxymethylen-ketone". Berichte der Deutschen Chemischen Gesellschaft (A and B Series). 63 (6): 1573–1577. doi:10.1002/cber.19300630641.
  2. ^ Benary, Erich (1931). "Über eine Bildungsweise ungesättigter Ketone aus substituierten Amino-methylenketonen". Berichte der Deutschen Chemischen Gesellschaft (A and B Series). 64 (9): 2543–2545. doi:10.1002/cber.19310640935.
  3. ^ Näf, Ferdinand; Decorzant, René (1974). "A Stereospecific Synthesis of (E, Z)-α, β-γ, δ-Diunsaturated Aldehydes, Ketones, and Esters Using the Benary Reaction". Helvetica Chimica Acta. 57 (5): 1309. doi:10.1002/hlca.19740570507.