55668-41-2Relevant academic research and scientific papers
Ultrasound Assisted the Synthesis of 1,3-Dioxolane Derivatives from the Reaction of Epoxides or 1,2-Diols with Various Ketones Using Graphene Oxide Catalyst
Mirza-Aghayan, Maryam,Mohammadi, Marzieh,Ahmadi, Zahra,Boukherroub, Rabah
, p. 2959 - 2969 (2020/04/22)
Abstract: The main objective of this study concerns the sonochemical synthesis of 1,3-dioxolane derivatives using graphene oxide catalyst by applying two methods. In the first method, we described the synthesis of 1,3-dioxolane by ring-opening of epoxides in the presence of ketones catalyzed by graphene oxide (GO) under ultrasonic irradiation. In the second sonochemical procedure, we described the synthesis of 1,3-dioxolane derivatives by the reaction of 1,2-diols with ketones using same GO catalyst. Mild reaction conditions, high yields, short reaction times, reusability of catalyst and easy isolation of the products make the developed methods very useful. Graphic Abstract: [Figure not available: see fulltext.]
Ring-opening reactions of epoxides catalyzed by molybdenum(VI) dichloride dioxide
Jeyakumar, Kandasamy,Chand, Dillip Kumar
, p. 807 - 819 (2008/09/21)
Transformation of epoxides to β-alkoxy alcohols, acetonides, and α-alkoxy ketones is achieved by using molybdenum(VI) dichloride dioxide (MoO2Cl2) as a catalyst. Alcohol, aldehyde, oxime, tosyl, and tert-butyldimethylsilyl functional groups are tolerated during the methanolysis and acetonidation of the functionalized epoxides. No polymerization product is observed with any of the epoxides. Direct conversion of epoxides devoid of sensitive functional groups into the corresponding α-methoxy ketone is achieved in a single step by using the MoO2Cl 2/Oxone system. Georg Thieme Verlag Stuttgart.
Cu(OTf)2-catalyzed selective opening of aryl and vinyl epoxides with carbonyl compounds to give 1,3-dioxolanes
Krasik, Pavel,Bohemier-Bernard, Mathieu,Yu, Qing
, p. 854 - 856 (2007/10/03)
Copper(II) triflate catalyzes the ring-opening of aryl- and vinyl-substituted epoxides with various carbonyl compounds to furnish 1,3-dioxolanes under mild conditions. Alkyl- and alkoxycarbonyl-substituted epoxides remain unchanged under reaction conditio
Synthesis of 1,3-dioxolanes by the addition of ketones to epoxides by using [Cp*Ir(NCMe)3]2+ as catalyst
Adams, Richard D.,Barnard, Thomas S.,Brosius, Kellie
, p. 358 - 361 (2007/10/03)
A series of 1,3-dioxolanes have been prepared by the addition of ketones to epoxides in the presence of the catalyst [Cp*Ir(NCMe)3]2+, Cp=C5Me5. The reactions proceed readily at 22°C and the yields are good. The following 1,3-dioxolanes: 2,2,4-trimethyl-1,3-dioxolane, 1; 2,2-dimethyl-4-vinyl-1,3-dioxolane, 2; 2,2-dimethyl-4-phenyl-1,3-dioxolane, 3; 2,2-diethyl-4-methyl-1,3-dioxolane, 4; 2,2-diethyl-4-vinyl-1,3-dioxolane, 5; 2,2-diethyl-4-phenyl-1,3-dioxolane, 6 were prepared from the appropriate epoxide and carbonyl compounds. An inversion of configuration at the carbon atom at the C-O bond cleavage site of the epoxide was observed to occur in the formation of the dioxolanes: R, S,- 2,2,4,5-tetramethyl-1,3-dioxolane, 7 and a mixture of R,R- and S,S-2,2,4,5-tetramethyl-1,3-dioxolane, 8 obtained from the reactions of acetone with R, R,-/S, S,-buten-2-oxide and R, S,-buten-2-oxide, respectively.
A Selectivity Study of Activated Ketal Reduction with Borane Dimethyl Sulfide
Bartels, Birgit,Hunter, Roger
, p. 6756 - 6765 (2007/10/02)
A chemo- and regioselectivity study of the reagent combination BH3*SMe2/TMSOTf for ketal reduction has been undertaken.It has revealed that simple 1,3-dioxanes reduce cleanly at low temperature in CH2Cl2 while simple 1,3-dioxolanes may give complete ring cleavage and dimerization products.A study of reduction of 4-substituted 1,3-dioxolanes has revealed a solvent-directed regioselectivity which in THF favors the secondary protected derivative.A mechanism is postulated to account for the selectivities based on recent thinking on acetal substitution reactions.
