32804-66-3Relevant academic research and scientific papers
Formal metal-free γ-arylation of 1,3-dicarbonyl compounds: Via an isomerisation/1,4-addition/[3,3]-sigmatropic rearrangement sequence
Guan, Xi-Dong,Lu, Shi-Chao,Wen, Fu-Qiang
supporting information, p. 8964 - 8968 (2021/11/27)
A metal-free redox arylation of alkynes with sulfoxides has been developed to provide unconventional access to diverse γ-arylated 1,3-dicarbonyl compounds in an atom-economical manner. Mechanistic studies suggest that a conjugated allenone intermediate was generated in situ, which solves the problem of reactivity and regioselectivity of unsymmetrical dialkyl-substituted internal alkynes and enables the functionalisation of a broad range of substrates bearing electron-withdrawing functional groups. The resulting arylated 1,3-dicarbonyl compounds are versatile and useful building blocks for further functionalisation. This journal is
Some preparation methods of a tricyclo[4.1.0.02,7]hept-4-en-3-one skeleton
Wakabayashi,Saito,Sugihara,Sugimura,Murata
, p. 2019 - 2027 (2007/10/02)
β-Elimination of acetic acid was elaborated in our synthetic method of a tricyclo[4.1.0.02,7]hept-4-en-3-one (tropovalene) skeleton. Presented was a new synthetic method of this skeleton, which consists of a reaction sequence of 1,4-addition of propanethiol to bicyclo[3.2.0]hepta-3,6-dien-2-one, photochemical construction of bicyclobutane skeleton, oxidation, and thermal elimination of sulfenic acid.
CONVENIENT SYNTHESIS OF ALLENYL ESTERS AND AMIDES BY PALLADIUM CATALYZED ALKOXY- AND AMIDO-CARBONYLATION OF ALLENYL AND PROPYNYL HALIDES
Trieu, Nguyen D.,Elsevier, Cornelis J.,Vrieze, Kees
, p. C23 - C26 (2007/10/02)
Allenyl esters R1R2C=C=C(H)C(O)R (R=OMe) or amides (R=NEt2) are formed with excellent selectivities and in good yields by carbonylation of propynyl and allenyl halides at 1-20 bar CO pressure in benzene, in the presence of MeOH or HNEt2 and 1percent of Pd
Synthesis and Gastrointestinal Pharmacology of a 3E,5Z Diene Analogue of Misoprostol
Collins, Paul W.,Kramer, Steven W.,Gasiecki, Alan F.,Weier, Richard M.,Jones, Peter H.,et al.
, p. 193 - 197 (2007/10/02)
A stereospecific synthesis and the gastric antisecretory and diarrheal activity of a 3E,5Z diene analogue of misoprostol are described.The key intermediate in the synthesis was an α chain truncated acetylene that was obtained by a cuprate/enolate capture procedure on the corresponding cyclopentenone.Palladium-catalyzed coupling of the acetylene with methyl 4-iodo-3(E)-butenoate provided the conjugated enyne.Although selected hydrogenation of the enyne with Lindlar catalyst failed, the desired 3E,5Z diene was obtained with P-2 nickel as a catalyst.The diene was about 3 times more potent than misoprostol in inhibiting gastric acid secretion in dogs and also in producing diarrhea in rats.
METHANOLYSIS OF VICINALLY SUBSTITUTED TETRAHALOGENOBUTENES
Mavrov, M. V.
, p. 626 - 632 (2007/10/02)
The methanolysis of Z,E-1,2,3,4-tetrabromo-1-butene in the presence of strong bases leads predominantly to the formation of the ortho ester 1,1,1-trimethoxy-2,3-butadiene and the ether-acetal 1,1,4-trimethoxy-2-butyne.In the case of E-2,3-dibromo-1,4-dichloro-2-butene it leads predominantly to the ortho ester.During the reaction 10-12 linear unsaturated products containing 1-3 methoxyl groups are formed as side products.
Lewis Acid Catalyzed Cycloaddition of Methyl 2,3-Butadienoate to Alkenes
Snider, Barry B.,Spindell, David K.
, p. 5017 - 5020 (2007/10/02)
Methyl 2,3-butadienoate (1) undergoes EtAlCl2-catalyzed stereospecific cycloadditions with alkenes to give methyl cyclobutylideneacetates in good yield.The stereospecificity and ratios of E and Z isomers suggest a ?2s + sub
