93499-96-8Relevant academic research and scientific papers
Selective α-Methylation of Ketones
Frolov, Andriy I.,Ostapchuk, Eugeniy N.,Pashenko, Alexander E.,Chuchvera, Yaroslav O.,Rusanov, Eduard B.,Volochnyuk, Dmitriy M.,Ryabukhin, Sergey V.
, p. 7333 - 7346 (2021/06/28)
The convenient and scalable preparative approach for the two-step α-methylation of ketones is described. The optimized protocols for regioselective preparation of enaminones with further diastereoselective and functional groups tolerant hydrogenation to α-methylketones are developed. The scope and limitations of the proposed methodology are discussed. The advantages compared to known procedures are demonstrated. The unexpected role of acetone in the hydrogenation is suggested. The evaluation of the method for both early building block synthesis and late-stage CH-functionalization is shown. The elaborate procedures' preparability and scalability are demonstrated by the synthesis of several α-methyl ketones up to 100 g amount.
Palladium-Promoted Transformation of β-Amino Ketones to Enaminones
Murahashi, Shun-Ichi,Mitsue, Yo,Tsumiyama, Tatsuo
, p. 3285 - 3290 (2007/10/02)
The reaction of β-amino ketones with bis(acetonitrile)dichloropalladium(II) in the presence of triethylamine gives the corresponding enaminones regioselectively.The cyclic β-amino ketones can be converted into the corresponding exocyclic enaminones.The enaminones thus obtained are versatile synthetic intermediates.The reaction of (E)-enaminones with organocuprates gave the corresponding (E)-α,β-unsaturated ketones.
SYNTHESIS OF ENAMINONES BY Pd(II) INDUCED DEHYDROGENATION OF β-AMINO KETONES
Murahashi, Shun-Ichi,Tsumiyama, Tatsuo,Mitsue, Yo
, p. 1419 - 1422 (2007/10/02)
The reaction of β-amino ketones with bis(acetonitrile)dichloropalladium(II) in the presence of triethylamine gives enaminones regioselectively.
