96412-99-6Relevant academic research and scientific papers
Unsaturated carbonyl compounds and their preparation method and application
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Paragraph 0247-0254, (2019/07/04)
The invention discloses a unsaturated carbonyl compounds and their preparation method and application. The unsaturated carbonyl compounds of the general formula as the molecular structure of the following formula (I) as shown: The unsaturated carbonyl com
Iridium-Catalyzed Aerobic α,β-Dehydrogenation of γ,δ-Unsaturated Amides and Acids: Activation of Both α- And β-C-H bonds through an Allyl-Iridium Intermediate
Wang, Zhen,He, Zhiqi,Zhang, Linrui,Huang, Yong
supporting information, p. 735 - 740 (2018/01/26)
Direct aerobic α,β-dehydrogenation of γ, δ-unsaturated amides and acids using a simple iridium/copper relay catalysis system is described. We developed a new strategy that overcomes the challenging issue associated with the low α-acidity of amides and acids. Instead of α-C-H metalation, this reaction proceeds by β-C-H activation, which results in enhanced α-acidity. Conjugated dienamides and dienoic acids were synthesized in excellent yield with this reaction, which uses a simple reaction protocol. Mechanistic experiments suggest a catalyst resting state mechanism in which both α-C-H and β-C-H cleavage is accelerated.
1,3-Dienones and 2H-Pyran-2-ones from Soft α-Vinyl Enolization of β-Chlorovinyl Ketones: Defined Roles of Br?nsted and Lewis Base
Kim, Hun Young,Oh, Kyungsoo
, p. 6254 - 6257 (2016/01/09)
The eliminative reaction pathways of (E)-β-chlorovinyl ketones were investigated in the presence of both Br?nsted and Lewis bases. The Br?nsted base, Et3N, effected the soft α-vinyl enolization of (E)-β-chlorovinyl ketones to [3]cumulenol intermediates; in turn, a catalytic amount of Lewis base, PPh3, initiated isomerization to provide 1,3-dienones in high yields. The introduction of a carbon-based nucleophile into the reaction mixture provided the highly efficient synthetic route to 2H-pyran-2-ones in one pot, where the carbon-based nucleophile generated by an extra equivalent of Br?nsted base, Et3N, attacked the electrophilic [3]cumulenol intermediates to initiate cyclization to give 2H-pyran-2-ones.
Cumulated Ylides XIX. Chain-lenghthening Difunctionalization of Grignard Compounds by Reaction with Ketenylidenetriphenylphosphorane. A New Route to (E)-α,β-Unsaturated Ketones and the Queen Substance
Bestmann, Hans Juergen,Schmidt, Martin,Schobert, Rainer
, p. 49 - 53 (2007/10/02)
The reaction of Grignard compounds with ketenylidenetriphenylphosphorane and subsequent hydrolysis yields 2-oxoalkylidenetriphenylphosphoranes.The latter undergo Wittig reaction, whereby (E)-α,β-unsaturated ketones are obtained.An application of this strategy to the synthesis of carbonyl homologues of Lepidoptera pheromones and the queen substance is shown.
