622860-41-7Relevant academic research and scientific papers
Chemoselective Hydrosilylation of the α,β-Site Double Bond in α,β- And α,β,γ,δ-Unsaturated Ketones Catalyzed by Macrosteric Borane Promoted by Hexafluoro-2-propanol
Zhan, Xiao-Yu,Zhang, Hua,Dong, Yu,Yang, Jian,He, Shuai,Shi, Zhi-Chuan,Tang, Lei,Wang, Ji-Yu
, p. 6578 - 6592 (2020/07/17)
The B(C6F5)3-catalyzed chemoselective hydrosilylation of α,β- and α,β,γ,δ-unsaturated ketones into the corresponding non-symmetric ketones in mild reaction conditions is developed. Nearly 55 substrates including those bearing reducible functional groups such as alkynyl, alkenyl, cyano, and aromatic heterocycles are chemoselectively hydrosilylated in good to excellent yields. Isotope-labeling studies revealed that hexafluoro-2-propanol also served as a hydrogen source in the process.
Preparation method of 1,5-diaryl-4-pentene-1-ol compound
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Paragraph 0049-0052, (2019/08/20)
The invention belongs to the technical field of medical chemical intermediates and related chemistry, and provides a preparation method of 1,5-diaryl-4-pentene-1-ol compound. The method comprises thefollowing steps: a cinnamyl alcohol derivative is taken as a raw material to carry out a three-component reaction with a styrene compound and water under the action of a co-catalyst, a ligand and an additive, wherein a copper salt, a silver salt and Bronsted are taken as the co-catalyst; and the reaction is carried out for 23 hours at a temperature of 80-120 DEG C in an organic solvent, so that the 1,5-diaryl-4-pentene-1-ol compound is obtained. The method disclosed by the invention is simple and convenient to operate, the starting raw materials are cheap and are easy to obtain, the reaction system is resistant to water, and no by-product is generated. The copper salt, the silver salt and the Bronsted acid are all in catalytic amounts, so that possibility of industrialization is achieved,and the yield is high. The synthesized 1,5-diaryl-4-pentene-1-ol compound is further functionalized to obtain various compounds, and is applied to development and research of natural products, functional materials and fine chemicals.
Direct Carbohydroxylation of Arylalkenes with Allylic Alcohols: Cooperative Catalysis of Copper, Silver, and a Br?nsted Acid
Ahmed, Waqar,Zhang, Sheng,Yu, Xiaoqiang,Feng, Xiujuan,Yamamoto, Yoshinori,Bao, Ming
supporting information, p. 2495 - 2499 (2019/02/01)
The cooperative catalysis of copper, silver, and Br?nsted acid is presented as a new strategy for olefin functionalization. The catalytic direct carbohydroxylation of arylalkenes with allylic alcohols provided a straightforward and efficient approach for preparing 4,5-unsaturated alcohols. Synthetically useful functional groups, such as Cl, Br, carbonyl, and chloromethyl, remained intact during the functionalization reaction.
Regio- and stereoselective nickel-catalyzed homoallylation of aldehydes with 1,3-dienes
Kimura, Masanari,Ezoe, Akihiro,Mori, Masahiko,Iwata, Keisuke,Tamaru, Yoshinao
, p. 8559 - 8568 (2007/10/03)
Ni(acac)2 catalyzes homoallylation of aldehydes with 1,3-dienes in the presence of triethylborane. Triethylborane serves as a reducing agent delivering a formal hydride to the C2 position of 1,3-dienes, thus generating a formal homoallyl anion species and enabling the novel homoallylation of aldehydes. The reaction proceeds smoothly at room temperature in the absence of any phosphane or nitrogen ligands and is highly regioselective and stereoselective for a wide variety combination of aldehydes and 1,3-dienes: e.g., isoprene and benzaldehyde combine to give a mixture of anti- and syn-1-phenyl-3-methyl-4-penten-1-ol (2.2) in a ratio of 15:1 in 90% yield. Under the conditions, sterically congested aliphatic aldehydes and ketones show low yields. In such cases, diethylzinc serves as a substitute for triethylborane and yields the expected products in good yields with similarly high regio- and stereoselectivity. 1,3-Cyclohexadiene is one exception among 24 kinds of dienes examined and undergoes allylation (not homoallylation) selectively.
Reduction of activated conjugated alkenes by the InCl3-NaBH 4 reagent system
Ranu, Brindaban C.,Samanta, Sampak
, p. 7901 - 7906 (2007/10/03)
A combination of a catalytic amount of indium (III) chloride and sodium borohydride in acetonitrile reduces selectively the carbon-carbon double bonds in conjugated alkenes such as α,α-dicyano olefins, α,β-unsaturated nitriles, cyanoesters, cyanophosphonate and dicarboxylic esters. However, reduction of chalcones is little different. They are reduced to a mixture of saturated ketones and alcohols if the reaction mixture is quenched with H2O, whereas quenching with MeOH leads to saturated alcohols only.
