101640-66-8Relevant academic research and scientific papers
Synthesis of 1,4-Dicarbonyl Compounds by Visible-Light-Mediated Cross-Coupling Reactions of α-Chlorocarbonyls and Enol Acetates
Liu, Qiang,Wang, Rui-Guo,Song, Hong-Jian,Liu, Yu-Xiu,Wang, Qing-Min
supporting information, p. 4391 - 4396 (2020/09/21)
Herein, we report a protocol for visible-light-mediated radical coupling reactions of α-chloroketones and enol acetates to afford 1,4-dicarbonyl compounds, which are important precursors and intermediates in organic synthesis. The reaction involves photoredox-catalyzed activation of the α-chloroketone upon photoelectron transfer, carbon–chlorine bond cleavage, and coupling of the resulting radical with the carbon–carbon double bond of the enol acetate. This mild protocol has a wide substrate scope and moderate to good yields. (Figure presented.).
Visible light induced C-H monofluoroalkylation to synthesize 1,4-unsaturated compound
Li, Wei-peng,Zhu, Yu-cheng,Zhou, Yan-jun,Yang, Hong-wei,Zhu, Cheng-jian
, p. 1647 - 1651 (2019/01/22)
We developed a method to synthesize fluorinated 1,4-unsaturated dicarbonyl compounds via photoredox catalyzed radical addition process. Commercially available ethyl bromodifluoroacetate (BrCF2CO2Et) as fluoroalkyl source, the corresponding fluoro-containing dicarbonyl compounds could be obtained in moderate to good yields.
Carboxylic acid addition to terminal alkynes utilizing ammonium tagged Hoveyda-Grubbs catalyst supported on magnetically separable core/shell silica: A highly reusable and air compatible catalytic system
?ztürk, Bengi ?zgün,Gürcü, Didar,?ehito?lu, Solmaz Karabulut
, p. 11 - 16 (2019/01/24)
In this study, the performance of ammonium tagged Hoveyda-Grubbs catalyst supported on magnetically separable core/shell silica gel was tested on carboxylic acid addition reactions to terminal alkynes using a variety of carboxylic acid derivatives under air atmosphere. The catalytic system was found to be compatible with air atmosphere and can tolerate even non-degassed solvents. The reaction parameters such as temperature, substrate/catalyst ratio and the effect of carboxylic acid on the selectivity and yield of the reaction were investigated in details. The reaction of arylacetylenes with acetic acid yielded the corresponding E-isomer with conversion values up to 99% with a catalytic loading of 1% Ru. The reusability of the catalyst was tested using acetic acid/benzoic acid and phenylacetylene in toluene at 85 °C under air atmosphere. The catalyst was found to be highly reusable and maintained its activity up to 11th run, reaching a conversion value of 83% with minimum ruthenium leaching.
Highly efficient Cu(I)-catalyzed trifluoromethylation of aryl(heteroaryl) enol acetates with CF3 radicals derived from CF3SO 2Na and TBHP at room temperature
Lu, Yang,Li, Yaming,Zhang, Rong,Jin, Kun,Duan, Chunying
, p. 128 - 133 (2014/05/06)
An efficient method for the Cu(I)-catalyzed synthesis of α-trifluoromethyl ketones via the addition of CF3 to aryl(heteroaryl) enol acetates by using the readily available CF 3SO2Na (Langlois reagent) has been developed. The reaction is experimentally simple and carried out at room temperature, providing good to excellent yields with wide functional group tolerance.
Selective cine substitution of 1-arylethenyl acetates with arylboron reagents and a diene/rhodium catalyst
Yu, Jung-Yi,Shimizu, Ryosuke,Kuwano, Ryoichi
supporting information; experimental part, p. 6396 - 6399 (2010/11/17)
When the crowd says Bo: A carbon-carbon bond is selectively formed at the β position of 1- arylethenyl acetate when the alkenyl substrate is reacted with arylboronic acids in the presence of a cycloocta-1,5-diene/rhodium catalyst. The choice of the ligand is crucial for the unusual cine substitution. Copyright
Direct functionalization of benzylic C-Hs with vinyl acetates via Fe-catalysis
Song, Chun-Xiao,Cai, Gui-Xin,Farrell, Thomas R.,Jiang, Zhong-Ping,Li, Hu,Gan, Liang-Bing,Shi, Zhang-Jie
supporting information; experimental part, p. 6002 - 6004 (2010/11/16)
Direct cross-coupling to construct sp3 C-sp3 C bonds via Fe-catalyzed benzylic C-H activation with 1-aryl vinyl acetate was developed.
Utilization of unsaturated esters as perfuming ingredients
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, (2008/06/13)
A compound of formula wherein the symbol R′ represents a linear or branched, unsaturated or saturated hydrocarbon group having from 1 to 5 carbon atoms; R1, R2, R3, R4 and R5 represent, independently of each other, a hydrogen atom, a methyl, an ethyl or a methoxy group; R6 and R7 represent, independently of each other, a hydrogen atom, a methyl, ethyl, n-propyl or iso-propyl group; and wherein R5 and R6, when taken together with the carbon atoms to which they are bound, may form a six-membered ring, is useful as perfuming ingredient for the preparation of perfuming compositions and perfumed products, to which it imparts odor notes of the floral and indol type without coloring problems in the final product.
THERMOLYTIC RING OPENING OF ACYLOXYBENZOCYCLOBUTENES: AN EFFICIENT ROUTE TO 3-SUBSTITUTED ISOQUINOLINES
Schiess, Peter,Huys-Francotte, Martine,Vogel, Caspar
, p. 3959 - 3962 (2007/10/02)
Upon flash vacuum pyrolysis acyloxybenzocyclobutenes 4 rearrange through an intramolecular 1,5-acyl shift to 2-formylbenzyl ketones 6 which can be converted to 3-substituted isoquinolines 7.
