81650-56-8Relevant academic research and scientific papers
Pd-catalyzed tandem homocoupling-aldol-dehydration of ortho-acylphenyl iodides
Fu, Meiqin,Lin, Dongen,Deng, Yuanfu,Zhang, Xiao-Qi,Liu, Yanchu,Lai, Chunsong,Zeng, Wei
, p. 23595 - 23603 (2014/07/07)
A Pd-catalyzed cascade Ullmann coupling-aldol-dehydration reaction of ortho-acylphenyl iodides has been explored. This transformation provides a concise access to colchino analogues in moderate to good yields with wide functional group tolerance.
A domino palladium catalysis: Synthesis of 7-methyl-5 H -dibenzo[ a, c ][7] annulen-5-ones
Krishna, Jonnada,Gopi Krishna Reddy, Alavala,Satyanarayana, Gedu
supporting information, p. 967 - 972 (2013/07/04)
A domino Pd-catalyzed reaction of 1-(2-bromophenyl)ethanones for the synthesis of novel 7-methyl-5H-dibenzo[a,c][7]annulen-5-ones, a carbon core structure present in colchicinoid natural products, is presented. The reaction is proposed to proceed via intermolecular homobiaryl coupling and intramolecular aldol condensation. Georg Thieme Verlag Stuttgart . New York.
Reactions of carbonyl compounds in basic solutions. Part 26.1 the mechanisms of the base-catalysed cyclisation of 1,2-diacetylbenzene, 1,8-diacetylnaphthalene, 4,5-diacetylphenanthrene and 2,2′-diacetylbiphenyl
Bowden, Keith,Brownhill, Andrew
, p. 997 - 1001 (2007/10/03)
Rate coefficients have been measured for the base-catalysed cyclisation of 1,2-diacetylbenzene 1, 1,8-diacetylnaphthalene 2, 4,5-diacetylphenanthrene 3 and 2,2′-diacetylbiphenyl 4 in a range of aqueous dimethyl sulfoxide (DMSO) compositions at 30.0°C, as well as at 45.0 and 60.0°C at certain concentrations, containing tetramethylammonium hydroxide. For three of the substrates, 1, 2 and 4, the di-[2H3]acetyl compounds were also studied. Studies of the relative rates, activation parameters, kinetic isotope and solvent isotope effects and correlation of the rates with an acidity function were made to give detailed mechanistic pathways. Thus, 2, 3 and 4 react with rate-determining base-catalysed ionisation to give the enolate anion, followed by relatively rapid intramolecular nucleophilic attack and dehydration to give the corresponding cyclic enones; whereas, 1 reacts by the same pathway but with rate-determining intramolecular nucleophilic attack. An intermolecular base-catalysed aldol reaction was also detected for the product of the intramolecular reaction of 2 at high DMSO contents.
Phosphane Alkylenes, 53. - Synthesis of α,β-Unsaturated Cycloalkanones from Bis - A Method for the Transformation of Acid Anhydrides into Carbocyclic and Heterocyclic Compounds
Bestmann, Hans Juergen,Pichl, Rainer,Zimmermann, Reiner
, p. 725 - 732 (2007/10/02)
Alkaline hydrolysis of bis 3 leads to 2-cycloalken-1-ones 6.Intramolecular Wittig reaction of an intermediately formed monoacyl ylide 4 and intramolecular aldol condensation of a diketone 5, resulting from hydrolysis of both ylide functions, are discussed as possible reaction mechanisms.The oxidation of 3 with H2O2 * Ph3PO yields 7- and 8-membered 2-cycloalkene-1,4-diones 12, presumely via mono ylides 11 carrying an aldehyde group in the ω-position.The reactions of 3 with aldehydes (molar ratio 1:1) lead to the formation of mono Wittig compounds 15 which can cyclize affording 5- and 6-membered 3-alkenyl-2-cycloalken-1-ones 16.Since the ylides 3 are easily available from acid anhydrides the reaction sequences represent versatile approaches for the transformation of acid anhydrides into 2-cycloalken-1-ones. Key Words: Phosphonium ylides / Wittig reactions, intramolecular / Aldol condensations, intramolecular / 2-Cycloalken-1-ones / 2-Cycloalken-1,4-diones
Syntheses and Chemistry of Some Dibenzazepines
Weitzberg, Moshe,Abu-Shakra, Elias,Azeb, Abdullatif,Aizenshtat, Zeev,Blum, Jochanan
, p. 529 - 536 (2007/10/02)
5-Methyl-, 5,7-dimethyl-, and 5,7-diphenyl-substituted and unsubstituted 5H-dibenzazepines were prepared by two general routes from -2,2'-dicarboxaldehyde.The unsubstituted dibenzazepine was converted into 1a,9b-dihydrophenanthro9,10-
Synthesis and Reactions of Bis(p-methoxyphenyl)tellurone
Engman, Lars,Cava, Michael P.
, p. 164 - 165 (2007/10/02)
Bis(p-methoxyphenyl)tellurone, the first definitely characterized tellurone, has been prepared by periodate oxidation of the corresponding telluroxide and its oxidizing properties have been studied.
BIS(p-METHOXYPHENYL)TELLUROXIDE, A NOVEL ORGANOTELLURIUM ALDOL CATALYST
Engman, Lars,Cava, Michael P.
, p. 5251 - 5252 (2007/10/02)
Bis(p-methoxyphenyl)telluroxide has been found to function as a mild catalyst for a variety of aldol condensations.
