62961-61-9Relevant academic research and scientific papers
Synthesis of peri -substituted (Naphthalen-1-yl)phosphine ligands by rhodium(I)-Catalyzed phosphine-directed C-H arylation
Luo, Xue,Yuan, Jia,Yue, Chang-Duo,Zhang, Zi-Yang,Chen, Jian,Yu, Guang-Ao,Che, Chi-Ming
, p. 1810 - 1814 (2018)
A novel protocol for effective rhodium(I)-catalyzed C-H arylation of tertiary phosphines has been devised. It is amenable to a wide range of substrates and gives the products in moderate to high yields. This strategy provides a simple and efficient route to peri-substituted (naphthalen-1-yl)phosphines.
Efficient Synthesis of Functionalized β-Keto Esters and β-Diketones through Regioselective Hydration of Alkynyl Esters and Alkynyl Ketones by Use of a Cationic NHC–AuICatalyst
Tarigopula, Chandrahas,Thota, Ganesh Kumar,Balamurugan, Rengarajan
, p. 5855 - 5861 (2016/12/18)
Regioselective hydration of α-alkynyl esters and ketones by using a cationic NHC–AuIcatalyst results in β-keto esters and β-diketones, respectively. Controlled release of water in acetone by aldol self-condensation under the reaction conditions makes acetone as better solvent than 1,4-dioxane/water for the hydration of α-alkynyl esters having sensitive ester moieties.
Ene di- and trimerization of 1-methyl-2-phenylcyclopropene
Lin, Hung-Chun,Tsai, Ru-Ting,Wu, Hsiao-Pin,Lee, Hsin-Yi,Lee, Gon-Ann
, p. 184 - 191 (2015/12/23)
1,2-Disubstituted cyclopropene, 1-methyl-2-phenylcyclopropene (18), was generated by bromo-lithium exchange of 1-bromo-2-phenylcyclopropene followed by treatment with methyl iodide. Compound 18 was oxidized by oxygen to give the α,β-unsaturated carbonyl product 25 and diketone 27 and the tautomeric, β-hydroxyl-α,β-unsaturated ketone 28. However, compound 28 reacted further with the cyclopropene 18 in a retro-Claisen-like reaction to generate adduct 26. Furthermore, compound 18 underwent ene dimerization in neat condition to form the endo-dimer 40 and exo-dimer 41 followed by oxidization with oxygen to give aldehyde 39. It is noteworthy that the endo-dimer 40 and exo-dimer 41 could be trapped with thiophenol to give adduct 42 and 43. In addition, the ene reaction of exo-dimer 41 with monomer 18 gave an exo-exo ene trimer 46 through an exo-transition state which was also trapped by thiophenol to give adducts 44 and 45.
Synthesis of substituted 2-vinylfurans
Chan, Chieh-Kai,Lu, Yi-Ju,Chang, Meng-Yang
, p. 9544 - 9549 (2015/12/01)
K2CO3 (3a)-mediated (3+2) cycloisomerization of β-ketosulfones 1 with 1,4-dichloro-2-butyne (2) in acetone afforded substituted 2-vinylfurans 4 at 56 °C for 8 h in good yields. The one-pot tandem route provides mild, facile and efficient reaction conditions. A plausible mechanism has been discussed and proposed.
Gold(I)-catalyzed reactions: substituents-dependent selective formation of bisfurans and 1,3-diketones from 1-alkynyl-2,3-epoxy alcohols
Dai, Lun-Zhi,Shi, Min
scheme or table, p. 6437 - 6439 (2009/04/06)
A mild access to bisfurans and 1,3-diketones via gold(I)-catalyzed transformation of 1-alkynyl-2,3-epoxy alcohols 1 has been described. The formation of bisfurans 2 is proposed to proceed through the sequential formation of 2-hydroxymethylfuran, followed
Variable-temperature NMR study of the enol forms of benzoylacetones
Borisov, Evgueni V.,Skorodumov, Evgueni V.,Pachevskaya, Valentina M.,Hansen, Poul Erik
, p. 992 - 998 (2007/10/03)
The enol forms of the β-diketones, benzoylacetones, have been studied using long-range carbon-hydrogen couplings involving the chelate OH proton, O1H chemical shifts, 13C chemical shifts and deuterium isotope effects on 13C chemical shifts. Studies were done in the temperature range from 268 to 181 K. The compounds are shown to be tautomeric, in opposition to a more symmetrical, delocalised, close to one-potential well structure as found in the solid at very low temperature. The same is true for dibenzoylmethane. The isotope effects on chemical shifts are very sensitive gauges of structure in these almost symmetrical systems. Equilibrium constants are determined and related to other similar compounds. Copyright
Preparation of β-keto esters and β-diketones by C-acylation/deacetylation of acetoacetic esters and acetonyl ketones with 1-acylbenzotriazoles
Katritzky, Alan R.,Wang, Zuoquan,Wang, Mingyi,Wilkerson, Chavon R.,Hall, C. Dennis,Akhmedov, Novruz G.
, p. 6617 - 6622 (2007/10/03)
Acyl-, aroyl-, and heteroaroyl-acetic esters 6a-f and 8a-1 are prepared by reactions of 1-acylbenzotriazoles 1a-k with acetoacetic esters 5 or 7a,b in the presence of sodium hydride followed by regioselective deacetylation. Similar C-acylation/deacetylati
