10470-07-2Relevant academic research and scientific papers
Conversion of Carbonyl Compounds to Olefins via Enolate Intermediate
Cao, Zhi-Chao,Xu, Pei-Lin,Luo, Qin-Yu,Li, Xiao-Lei,Yu, Da-Gang,Fang, Huayi,Shi, Zhang-Jie
supporting information, p. 781 - 785 (2019/06/24)
A general and efficient protocol to synthesize substituted olefins from carbonyl compounds via nickel catalyzed C—O activation of enolates was developed. Besides ketones, aldehydes were also suitable substrates for the presented catalytic system to produce di- or tri- substituted olefins. It is worth noting that this approach exhibited good tolerance to highly reactive tertiary alcohols, which could not survive in other reported routes for converting carbonyl compounds to olefins. This method also showed good regio- and stereo-selectivity for olefin products. Preliminary mechanistic studies indicated that the reaction was accomplished through nickel catalyzed C—O activation of enolates, thus offering helpful contribution to current enol chemistry.
Selective heck arylation of cyclohexene with homogeneous and heterogeneous palladium catalysts
Mieczynska, Ewa,Trzeciak, Anna M.
scheme or table, p. 2166 - 2177 (2010/08/04)
Palladium catalysts containing Pd(II) supported on Al2O 3 and alumina-based mixed oxides, Al2O3- ZrO2, Al2O3-CeO2, and Al 2O3-Fe2O3, are very effective in the Heck coupling of iodobenzene with cyclohexene in DMF solution. The best results, up to 81% of monoarylated products with a selectivity to 4-phenylcyclohexene (3) close to 90% were obtained with KOH as a base. The catalytic activity of palladium supported on aluminabased oxides was compared with that of homogeneous precursors, such as Pd(OAc)2 and PdCl 2(PhCN)2, used in [Bu4N]Br as the reaction medium. Under such conditions homogeneous systems were more selective and produced up to 60% of monoarylated products with a selectivity to 3 close to 60%. Copyright
Cyclohexynes as intermediates in a novel endo-cyclization of alkynylzincates derived from 5-hexynyl tosylates
Harada, Toshiro,Otani, Takeshi,Oku, Akira
, p. 2855 - 2858 (2007/10/03)
The n-type endo-cyclization of metal acetylides to form cyclohexynes was observed for the first time in the reaction of alkynylzincates derived from 5-hexynyl tosylates. The endo-cyclization took place in competition with erocyclization, leading to the formation of 1-(cyclopentylidene)alkylzincs.
Palladium-Catalyzed Cross-Coupling Reactions of Vinyl and Aryl Triflates with Tetraarylborates
Ciattini, Pier Giuseppe,Morera, Enrico,Ortar, Giorgio
, p. 4815 - 4818 (2007/10/02)
Sodium tetraarylborates 2 have been found to couple efficiently with vinyl and aryl triflates 1 in the presence of a palladium(0) catalyst to afford arylalkenes and biaryls 3 in good yields and under mild conditions.
