24165-64-8Relevant academic research and scientific papers
Visible Light-Promoted Recyclable Carbon Nitride-Catalyzed Dioxygenation of β,γ-Unsaturated Oximes
Fu, Xiao-Yang,Si, Ya-Feng,Qiao, Li-Peng,Zhao, Yu-Fen,Chen, Xiao-Lan,Yu, Bing
supporting information, p. 574 - 580 (2021/11/13)
A visible-light-induced dioxygenation of β,γ-unsaturated oximes for the synthesis of diverse useful isoxazolines bearing a hydroxyl moiety was developed by employing graphitic carbon nitride (g-C3N4) as a heterogeneous photocatalyst under an air atmosphere. Noted that, the eminent advantages of this metal-free protocol include step economy, easy operation, a recyclable photocatalyst, external reductant-/oxidant-free and mild reaction conditions. Additionally, mechanistic studies indicated hydroxyl radical was generated under the photocatalysis of g-C3N4.
Nickel-Catalyzed Reductive Allylation of Aldehydes with Allyl Acetates
Suzuki, Hiroyuki,Yamaguchi,Itoh, Akichika
, p. 1489 - 1494 (2020/12/13)
Carbonyl allylation reactions constitute an important step in the formation of carbon-carbon reactions, and involve various related reactions that chiefly use allylmetal reagents. This report presents a nickel-catalyzed carbonyl allylation reaction using allyl acetate, which produces homoallyl alcohols in moderate to good yields, as an efficient methodology under reductive coupling conditions.
Synthesis of Z-alkenes from Rh(I)-catalyzed olefin isomerization of β,γ-unsaturated ketones
Zhuo, Lian-Gang,Yao, Zhong-Ke,Yu, Zhi-Xiang
supporting information, p. 4634 - 4637 (2013/10/08)
Developing olefin isomerization reactions to reach kinetically controlled Z-alkenes is challenging because formation of trans-alkenes is thermodynamically favored under the traditional catalytic conditions using acids, bases, or transition metals as the catalysts. A new synthesis of Z-alkenes from Rh(I)-catalyzed olefin isomerization of β,γ-unsaturated ketones to α,β-unsaturated ketones was developed, providing an easy and efficient way to access various Z-enones.
Synthesis and biological evaluation of α,β-unsaturated lactones as potent immunosuppressive agents
Lee, Sun-Mi,Lee, Won-Gil,Kim, Young-Chul,Ko, Hyojin
supporting information; experimental part, p. 5726 - 5729 (2011/10/18)
Compounds having α,β-unsaturated lactones display a variety of biological activities. Many research groups have tested both natural and unnatural α,β-unsaturated lactones for as-yet undiscovered biological properties. We synthesized α,β-unsaturated lacton
Mesoporous aluminosilicate-catalyzed allylation of carbonyl compounds and acetals
Ito, Suguru,Hayashi, Akira,Komai, Hirotomo,Yamaguchi, Hitoshi,Kubota, Yoshihiro,Asami, Masatoshi
, p. 2081 - 2089 (2011/04/19)
A mesoporous aluminosilicate (Al-MCM-41) was found to be an effective heterogeneous catalyst for the reaction of both carbonyl compounds and acetals with allylsilanes to afford the corresponding homoallyl silyl ethers and homoallyl alkyl ethers, respectively. Both the mesoporous structure and the presence of aluminum moiety were indispensable for the high catalytic activity of Al-MCM-41. Moreover, Al-MCM-41 could catalyze the reaction of acetals chemoselectively in the presence of the corresponding carbonyl compounds. The solid acid catalyst Al-MCM-41 could be recovered easily by filtration and could be reused three times without a significant loss of catalytic activity.
Palladacyclic and platinacyclic catalysts for the allylation of aldehydes
Bedford, Robin B.,Pilarski, Lukasz T.
, p. 4216 - 4219 (2008/09/20)
A range of palladacyclic and platinacyclic catalysts have been tested for activity in the allylation of aldehydes with allyl tributyltin. The bulky, π-acidic palladacycle [{Pd(μ-Cl){κ2-P,C-P(OC6H2-2,4-tBu2
Iron(III) chloride-catalyzed effective allylation reactions of aldehydes with allyltrimethylsilane
Watahiki, Tsutomu,Oriyama, Takeshi
, p. 8959 - 8962 (2007/10/03)
Iron(III) chloride-catalyzed allylation reactions of a variety of aldehydes with allyltrimethylsilane proceeded efficiently and smoothly to afford the corresponding homoallyl alcohols in high to excellent yields. This novel method could be suitable especi
A practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid, an antirheumatic agent (part 1).
Noguchi, Toshiya,Onodera, Akira,Tomisawa, Kazuyuki,Yokomori, Sadakazu
, p. 1407 - 1412 (2007/10/03)
An efficient and practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid (1), a new antirheumatic drug, has been developed. The intermediate, 2-methylene-4-(4-methylphenyl)-4-oxobutanoic acid (2), was prepared by Friedel-Crafts acylation of toluene with itaconic anhydride (3) in the presence of aluminum trichloride and nitrobenzene in 63% yield without silica gel column purification. Compound 1 was prepared by Michael addition of 2 with thioacetic acid (4) in 74% yield. Overall, 1 was obtained in 47% yield from 3. The structures and synthetic mechanisms of by-products (five compounds) of 2 were also clarified.
SUBSTITUENT EFFECTS FOR THE BF3-MEDIATED REACTIONS OF ALLYLTRIBUTYLTIN AND ALLYLTRIETHYLLEAD WITH BENZALDEHYDE
Yamataka, Hiroshi,Nishikawa, Kazuyoshi,Takatsuka, Tsutomu,Hanafusa, Terukiyo
, p. 35 - 40 (2007/10/02)
Substituent effects were measured for the reactions of substituted benzaldehydes with allyltributyltin (1) and allyltriethyllead (2) reagents in the presence of BF3*OEt2 in CH2Cl2.The Hammet ρ values were small and positive at 25 deg C and negative at -78
On the Reaction Pathway and Stereochemistry of Allylic Tin Reagents-Benzaldehyde Condensation. A Substituent Effect Study
Yamataka, Hiroshi,Nishikawa, Kazuyoshi,Hanafusa, Terukiyo
, p. 1711 - 1714 (2007/10/02)
A substituent effect study on the reactivity and stereoselectivity of the Lewis acid mediated addition of allyl- and crotylstannanes to arylaldehydes indicates that the reaction proceeds via a polar antiperiplanar transition state with the exception of 2,
