63041-47-4Relevant academic research and scientific papers
Pd(OAc)2-catalyzed oxidative carbonylation of aromatics: Synthesis of naphthalenecarboxylic acids
Elman, Alexander R.
, p. 5527 - 5531 (2013/09/23)
The liquid-phase oxidative carbonylation of aromatics leading to aromatic carboxylic acids is studied to develop new approaches to 2,6- naphthalenedicarboxylic acid (NDA) preparation. It is shown that the catalytic system Pd(OAc)2/K2S2O8 allows the synthesis of naphthalic anhydride (NAn) by direct oxidative carbonylation of naphthalene under mild conditions (25 C, 2 atm CO). The subsequent alkaline hydrolysis of NAn and isomerization of the obtained 1,8-naphthalenedicarboxylic acid salt is known to lead to NDA.
Optical resolution of dibenzo[a,g]fluorenol via glycosylation
Banik, Bimal K.,Mukhopadhyay, Chhanda,Logan, Curtis R.,Becker, Frederick F.
, p. 3895 - 3900 (2008/03/14)
A simple optical resolution of dibenzo[a,g]fluorenol has been accomplished via borontrifluoride-mediated Ferrier rearrangement reaction. Copyright Taylor & Francis Group, LLC.
Antitumor dibenzofluorene derivatives
-
Example 1, (2008/06/13)
Dibenzofluorene derivatives having a formula selected from the group consisting of and salts thereof have antitumor activity. At least one of R1-R13in formula (I) or R1-R12in formula (II) is —R14Z. R14is a substituted or unsubstituted amino or amido group having from 1-12 carbon atoms, and Z is a substituted or unsubstituted heterocyclic group having from 1-12 carbon atoms. The remainder of R1-R13in formula (I) or R1-R12in formula (II) are independently selected from the group consisting of hydrogen, hydroxyl, halogen, nitro, substituted or unsubstituted amino or amido groups having from 1-12 carbon atoms, and alkyl groups having 1-12 carbon atoms.
A novel catalytic role of molecular iodine in the oxidation of benzylic alcohols: Microwave-assisted reaction
Mukhopadhyay,Becker,Banik
, p. 28 - 31 (2007/10/03)
Molecular iodine was used to catalyse the oxidation of several benzylic alcohols to the corresponding ketones under the microwave-irradiated method, and the role of iodine was explored.
Sodium bismuthate mediated oxidation study of hydrofluorenes
Banik, Bimal K.,Ghatak, Anjan,Mukhopadhyay, Chhanda,Becker, Frederick F.
, p. 108 - 109 (2007/10/03)
The product distribution of sodium bismuthate mediated oxidation of several hydrofluorenes was found to depend on the structure of the starting materials and reaction conditions.
Benzylic oxidation by sodium bismuthate in acetic acid: A simple method for the synthesis of polycyclic aromatic ketones
Banik, Bimal K.,Venkatraman,Mukhopadhyay, Chhanda,Becker, Frederick F.
, p. 7247 - 7250 (2007/10/03)
Oxidation of benzylic methylenes in polycyclic systems to the benzylic ketones was carried out with sodium bismuthate in the presence of acetic acid.
Synthesis of Ketone and Alcohol Derivatives of Methylene-Bridged Polyarenes, Potentially New Classes of Active Metabolites of Carcinogenic Hydrocarbons
Harvey, Ronald G.,Abu-shqara, Elias,Yang, ChengXi
, p. 6313 - 6317 (2007/10/02)
Methods for the syntheses of bridge ketone and alcohol derivatives of methylene-bridged polyarenes from the parent hydrocarbons are described.The polyarenes investigated include 4H-cyclopentaphenanthrene (1a), fluorene (2a), 7H-benzofluorene (3a), 4H-cyclopentachrysene (4a), 11H-benzaceanthrylene (5a), 10H-indenopyrene (6a), 11H-dibenzoaceanthrylene (7a), 4H-fluorenoanthracene (8a), and 7H-dibenzofluorene (9a).The bridge ketone derivatives are most efficiently synthesized via treatment of the parent hydrocarbons with n-butyllithium and reaction of the resulting anionic intermediate s with molecular oxygen.The direct formation of ketones rather than the expected hydroperoxides from reaction of the bridge anions with O2 presumably involves intra- or intermolecular abstraction of a proton from the benzylic site of the intermediate by the peroxy anion leading to loss of hydroxide ion with formation of a carbonyl group.Yields are generally high except in the cases of 1a and 4a; the former affords as the principal product a dimeric alcohol arising from reaction of the anion of 1a with the corresponding ketone 1b.The related bridge alcohols are readily obtained in yields of 75-95percent by reduction of the crude products from the preceding oxidations with NaBH4.
Remote Aromatic Metalation. An Anionic Friedel-Crafts Equivalent for the Regioselective Synthesis of Condensed Fluorenones from Biaryl and m-Teraryl 2-Amides
Fu, Jian-min,Zhao, Bao-ping,Sharp, M. J.,Snieckus, V.
, p. 1683 - 1685 (2007/10/02)
Remote metalation (t-BuLi, LDA) of m-teraryl and biaryl amides (Scheme I) constitutes a short and convenient route to a variety of substituted and condensed fluorenones, including aza analogues (Table I) and the natural product, dengibsinin (6a, Scheme II).
A New General Synthesis of Polycyclic Aromatic Compounds Based on Enamine Chemistry
Harvey, Ronald G.,Pataki, John,Cortez, Cecilia,Raddo, Pasquale Di,Yang, ChengXi
, p. 1210 - 1217 (2007/10/02)
Alkylation of enamines and enamine salts by benzylic and (β-haloethyl)aryl halides, respectively, followed by acidic cyclodehydration and dehydrogenation provides an efficient synthetic approach to a wide range of polycyclic aromatic compounds of diverse structural types.Specific polycyclic hydrocarbons synthesized by this route include benzo- and benzofluorene, 7H-dibenzo-, 13H-dibenzo-, and 13H-dibenzofluorene, 15H-tribenzofluorene, dibenzochrysene, benzopentaphene, indenofluorene, fluorenofluorene, octahydrodibenzanthracene, dibenzanthracene, octahydrodibenzanthracene, dibenzanthracene, picene, benzopicene, 1H-benzaceanthrylene, and 4H-cyclopentachrysene.This method with appropriate modifications appears to be potentially broader in scope than established traditional methods of polycyclic hydrocarbon synthesis.
