55010-17-8Relevant articles and documents
One-pot tandem hydrophenylation and ionic hydrogenation of 3-phenylpropynoic acid derivatives under superelectrophilic activation
Nilov, Denis I.,Vasilyev, Aleksander V.
, p. 5714 - 5717 (2015/09/29)
The reactions of esters and amides of 3-phenylpropynoic acid with strong Lewis acids AlX3 (X = Cl, Br) or conjugate Br?nsted-Lewis superacids HX-AlX3 (X = Cl, Br) in benzene and cyclohexane at room temperature afforded 3,3-diphenylpropanoic acid derivatives in up to 94% yield. This tandem reaction of the acetylene bond proceeded by hydrophenylation followed by ionic hydrogenation.
Reactions of N-phenylamide and phenyl (thio)esters of 3-phenylpropiolic acid with benzene under superelectrophilic activation
Ryabukhin,Vasilyev,Vyazmin, S. Yu.
, p. 843 - 846 (2013/03/29)
N-Phenylamide and phenyl (thio)esters of 3-phenylpropiolic acid add benzene in the presence of CF3SO3H or AlX3 (X = Cl, Br) to give 4,4-diphenyl-3,4-dihydroquinolin-2-one, 4,4-diphenyl-3,4- dihydrocoumarin, and 4,4-dipheny
Reactions of arylacetylenic compounds with arenes in the presence of aluminum halides
Shchukin,Vasil'Ev,Grinenko
experimental part, p. 82 - 97 (2010/06/19)
Conjugated arylacetylenic ketones and aldehydes, propargyl-type alcohols, and arylacetylenes reacted with arenes in the presence of AlBr3 or AlCl3 as catalyst to give substituted indenes. 3-Arylpropynoic acids under analogous conditi
Superacidic and HUSY-zeolite activation of 1,3-indandione: reactions with benzene and cyclohexane
Koltunov, Konstantin Yu.
, p. 5631 - 5634 (2008/03/11)
1,3-Indandione (1) readily condenses with benzene and undergoes selective ionic hydrogenation with cyclohexane when activated by superacids, such as CF3SO3H, AlCl3 and AlBr3 to give 3,3-diphenyl-1-indanone (4) and 1-indanone (7), respectively. Combination of these reactions in 'one-pot' yields 3-phenyl-1-indanone (5). In addition, similar reactions have been carried out using the regenerable solid acid, HUSY-zeolite, providing an effective excess of acidic sites. The mechanism of these reactions, with potential involvement of superelectrophilic dicationic intermediates, is discussed.
Superacid-Catalyzed Reactions of Cinnamic Acids and the Role of Superelectrophiles
Rendy, Rendy,Zhang, Yun,McElrea, Aaron,Gomez, Alma,Klumpp, Douglas A.
, p. 2340 - 2347 (2007/10/03)
The chemistry of cinnamic acids and related compounds has been studied. In superacid-catalyzed reactions with arenes, two competing reaction mechanisms are proposed. Both mechanisms involve the formation of dicationic intermediates (superelectrophiles), and the reactions can lead to either chalcone-type products or indanone products. The direct observation of a dicationic species (by low-temperature 13C NMR) is reported. We provide clear evidence that protonated carboxylic acid groups (or the corresponding acyl cation) can enhance the reactivity of an adjacent electrophilic center. Triflic acid is also found to be an effective acid catalyst for the direct synthesis of some electron-deficient chalcones and heterocyclic chalcones from cinnnamic acids.
Substituted diphenyl indanone, indane and indole compounds and analogues thereof useful for the treatment of prevention of diseases characterized by abnormal cell proliferation
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, (2008/06/13)
The present invention provides substituted 3,3-diphenyl indanone, indane and indole compounds, as well as analogues thereof, which are specific, potent and safe inhibitors of mammalian cell proliferation. The compounds can be used to inhibit mammalian cel
A novel one-step conversion of 3,3,3-Triphenylpropionic acid to 10- cyano-10-phenyl-9-anthrone
Smushkevich,Smushkevich,Kislitsin
, p. 8395 - 8396 (2007/10/03)
3,3,3-Triphenylpropionic acid transformed to 10-cyano-10-phenyl-9- anthrone when it was treated in consecutive order with trifluoroacetic anhydride and sodium nitrite in trifluoroacetic acid.
Reactions of Carboxylic Acids with "Phosphonium Anhydrides"
Hendrickson, James B.,Hussoin, Md. Sajjat
, p. 1144 - 1149 (2007/10/02)
General considerations are outlined for a reagent to extract oxygen from organic molecules by an equivalent of dehydration.Reagents, (R3P+)2O, 2OTf-, were created for the purpose and subjected to a preliminary study.They were found to convert carboxylic acids readily and rapidly to anhydrides, esters, amides, amidines, benzimidazoles, and cyclic aryl ketones in good yields.
A New Route for the Synthesis of Coumarins, Thiacoumarins and Carbostyrils
Natarajan, M.,Ramakrishnan, V. T.
, p. 720 - 727 (2007/10/02)
3-Arylcarbostyrils, coumarins and thiacoumarins (3) have been prepared from the respective β-aryl-α-bromodihydrocinnamoyl derivatives (2) by treatment with AlCl3.The β,β-diarylacrylic acid derivatives (4) and (9), obtained from 2, on reaction with AlCl3 afford 4-arylcarbostyrils (5) 6-methyl-4-phenylthiacoumarin (10) respectively.However the oxygen analogs (11) give 3,3-diphenyl-1-indanone (12)
