130649-66-0Relevant academic research and scientific papers
Indium-mediated allylation of acyl cyanides in aqueous media: A convenient synthesis of β,γ-unsaturated ketones
Yoo, Byung Woo,Choi, Kwang Hyun,Lee, Sung Jae,Nam, Ghil Soo,Chang, Kwan Young,Kim, Sung Hoon,Kim, Joong Hyup
, p. 839 - 846 (2002)
The indium-mediated allylation reaction of acyl cyanides with allyl halides in aqueous media afforded a variety of β,γ-unsaturated ketones in moderate to good yields under mild and neutral conditions.
Ytterbium mediated coupling of α-oxonitriles with allylbromides: Convenient synthesis of β,γ-unsaturated ketones
Gohain, Mukut,Gogoi, Baikuntha J.,Prajapati, Dipak,Sandhu, Jagir S.
, p. 1038 - 1040 (2003)
A new and efficient method for the preparation of β,γ-unsaturated ketones has been achieved by the simple reaction of an acyl cyanide with ailyl, crotyl and prenyl bromides and ytterbium metal in absolute tetrahydrofuran.
Microwave-assisted catalytic allylation of aldehydes promoted by a mesoporous silica-supported BINOL ligand in solid media
Liu, Guohua,Gao, Yan,Lu, Xiaoquan,Liu, Mouming,Zhang, Fang,Li, Hexing
, p. 3184 - 3186 (2008)
An efficient and operationally simple method for catalytic allylation has been developed and its application in the microwave-assisted catalytic allylation of aldehydes in solid media was investigated. The Royal Society of Chemistry.
A new method for the synthesis of acyltitanium complexes and their application to copper-mediated acylmetallation of carbon-carbon multiple bonds in aqueous media
Han, Zhenfu,Fujioka, Takuma,Usugi, Shin-Ichi,Yorimitsu, Hideki,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 1622 - 1623 (2005)
Treatment of α,β-unsaturated carbonyl compounds or methyl propargyl ether with acylchlorobis(cyclopentadienyl)titanium in the presence of Methylamine and a copper salt in aqueous THF resulted in acylation of the carbon-carbon multiple bond, yielding the c
Organocatalytic Asymmetric Synthesis of Cyclic Acetals with Spirooxindole Skeleton
Shikari, Amit,Mandal, Koushik,Chopra, Deepak,Pan, Subhas Chandra
, p. 58 - 63 (2021/11/09)
An organocatalytic asymmetric synthesis of cyclic acetal with spirooxindole skeleton has been developed via a domino reaction between isatin and γ-hydroxy enones. Bifunctional squaramide catalyst with adamantyl motif was found to be the most effective for the cascade reaction. With 10 mol% of the catalyst, the desired products were obtained in 1.8:1 to 9:1 diastereo- and 86% to >99% enantioselectivities from a range of substituted isatins and γ-hydroxy enones. (Figure presented.).
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
, 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.
Copper-catalyzed radical oxyallylation of olefins for the construction of alkene-containing isoxazolines
He, Xiaoxue,Qian, Lijie,Dai, Yuyu,Yan, Xinhuan,Li, Xiaoqing,Xu, Xiangsheng
, (2021/05/31)
A radical-mediated approach to alkene oxyallylation using allylic oximes is described. The reaction proceeds under copper-catalytic redox-neutral conditions and tolerates various functional groups. This protocol thus enables the synthesis of structurally valuable isoxazolines and the introduction of a versatile olefin motif in a single step.
Ni-Catalyzed 1,2-Diarylation of Alkenyl Ketones: A Comparative Study of Carbonyl-Directed Reaction Systems
Apolinar, Omar,Derosa, Joseph,Engle, Keary M.,Karunananda, Malkanthi K.,Kleinmans, Roman,Li, Zi-Qi,Tran, Van T.,Wisniewski, Steven R.
, p. 5311 - 5316 (2021/07/26)
A nickel-catalyzed 1,2-diarylation of alkenyl ketones with aryl iodides and arylboronic esters is reported. Ketones with a variety of substituents serve as effective directing groups, offering high levels of regiocontrol. A representative product is diversified into a wide range of useful products that are not readily accessible via existing 1,2-diarylation reactions. Preliminary mechanistic studies shed light on the binding mode of the substrate, and Hammett analysis reveals the effect of electronic factors on initial rates.
Electrochemical Chalcogenation of β,γ-Unsaturated Amides and Oximes to Corresponding Oxazolines and Isoxazolines
Baidya, Mrinmay,De Sarkar, Suman,Mahanty, Kingshuk,Maiti, Debabrata,Mallick, Samrat
, (2020/02/04)
The current report represents a transition-metal-free synthesis of oxazoline and isoxazoline derivatives by a tandem electro-oxidative chalcogenation-cyclization process. Both C?Se and C?S bond-forming protocols were developed without using any external oxidant and the reaction was performed at room temperature, open to the air. Using this methodology, 29 substituted oxazoline and 16 substituted isoxazoline derivatives were synthesized with up to 91% isolated yield. (Figure presented.).
Enantioselective Synthesis of Isoxazolines Enabled by Palladium-Catalyzed Carboetherification of Alkenyl Oximes
Chen, Mingjie,Li, Wenbo,Wang, Lei,Wang, Yuzhuo,Zhang, Junliang,Zhang, Kenan
, p. 4421 - 4427 (2020/02/11)
Reported here is a highly efficient Pd/Xiang-Phos catalyzed enantioselective carboetherification of alkenyl oximes with either aryl or alkenyl halides, delivering various chiral 3,5-disubstituted and 3,5,5-trisubstituted isoxazolines in good yields with u
