Benary reaction

From Wikipedia, the free encyclopedia
Jump to: navigation, search

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[edit]

  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. 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. 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.