5587-78-0Relevant academic research and scientific papers
The catalytic asymmetric Fischer indolization
Mueller, Steffen,Webber, Matthew J.,List, Benjamin
supporting information; experimental part, p. 18534 - 18537 (2012/01/31)
The first catalytic asymmetric Fischer indolization is reported. In the presence of a 5 mol % loading of a novel spirocyclic chiral phosphoric acid, 4-substituted cyclohexanone-derived phenylhydrazones undergo a highly enantioselective indolization. Efficient catalyst turnover was achieved by the addition of a weakly acidic cation exchange resin, which removes the generated ammonia. The reaction can be conducted under mild conditions and gives various 3-substituted tetrahydrocarbazoles in generally high yields.
Synthesis, reactivity, and electronic properties of 6,6-dicyanofulvenes
Andrew, Trisha L.,Cox, Jason R.,Swager, Timothy M.
supporting information; experimental part, p. 5302 - 5305 (2011/02/21)
A series of 6,6-dicyanofulvene derivatives are synthesized starting from masked, dimeric, or monomeric cyclopentadienones. The reactivities of 6,6-dicyanofulvenes relative to their parent cyclopentadienones are discussed. 6,6-Dicyanofulvenes are capable o
Penultimate effect in ethylene-styrene copolymerization and the discovery of highly active ethylene-styrene catalysts with increased styrene reactivity
Arriola, Daniel J.,Bokota, Marilyn,Campbell Jr., Richard E.,Klosin, Jerzy,LaPointe, Robert E.,Redwine, O. David,Shankar, Ravi B.,Timmers, Francis J.,Abboud, Khalil A.
, p. 7065 - 7076 (2008/02/08)
For the first time commercially relevant catalysts for the copolymerization of ethylene and styrene have been identified. The catalysts maintain very high copolymer efficiencies at relatively high reactor temperatures without sacrificing styrene comonomer
From enolates to anthraquinones
Bailey, David,Murphy, Jeffrey N.,Williams, Vance E.
, p. 659 - 666 (2007/10/03)
A series of highly reactive cyclopentadienones were prepared in situ from the corresponding hydroxycyclopent-2-enones and trapped with a variety of quinones. Reaction of 1,4-naphthoquinone with 4-hydroxy-3,4-diphenyl-cyclopent- 2-enone afforded 2,3-diphenylanthraquinone, whereas reaction of benzoquinone with this same cyclopentadienone precursor yielded a mixture of 6,7-dipheny 1-1,4-naphthoquinone and 2,3,6,7-tetraphenylanthraquinone. A number of other 2,3-diarylanthraquinones were likewise prepared in moderate yields from the reaction of 1,4-naphthoquinone with the appropriate 4-hydroxy-3,4- diarylcyclopent-2-enones. This method appears to be generally applicable to the synthesis of anthraquinone derivatives substituted at the 2- and 3-positions from inexpensive starting materials.
Benzotriazole-Mediated 4-Position Derivatization of 2,6-Diarylpyrylium Cations by Electrophiles
Katritzky, Alan R.,Du, Weihong,Denisenko, Sergey N.,Czerney, Peter,Steel, Peter J.
, p. 152 - 158 (2007/10/03)
2,6-Diaryl-4H-(benzotriazolyl)pyrans (7a-c) on treatment with n-butyllithium undergo smooth lithiation at the position α to the benzotriazolyl moiety. In contrast to fused and bridged pyranyl derivatives, these pyranyl anions react with electrophiles by t
Synthesis and Consecutive Double Alkylation Reactions of (2-Siloxyallyl)silanes as the Synthetic Equivalent of Acetone α,α'-Dianion
Hosomi, Akira,Hayashida, Hisashi,Tominaga, Yoshinori
, p. 3254 - 3256 (2007/10/02)
(2-Siloxyallyl)silanes as the synthetic equivalent of tandem acetone α,α'-dianion, readily prepared by quenching of the enolate of α-(trimethylsilyl)acetone with chlorosilanes or by 1,3 C->O Si shift of bis(organosilyl)acetone, react with various electrop
Reactions with Nitrosodisulfonate, 41. Oxidation of Some Enols, Enamines, and Alcohols
Teuber, Hans-Joachim,Hohn, Juergen,Gholami, Abbas
, p. 1309 - 1319 (2007/10/02)
4,6-Dimethyl-1,3-cyclohexanedione is oxidized by potassium nitrosodisulfonate to the vicinal triketone 1. 5-Phenyl- and 5,5-pentamethylene-1,3-cyclohexanedione react with the aldehyde, produced by the dehydrogenation of the alcohol of the solvent, instead with the oxidant to give 2a, b and 3a. 1,2-Indanedione forms the ketol 5a, 1,3-indanedione mainly bindone.The splitting of a carbon-carbon bond is observed in the case of 2-methyl-1,3-cyclohexanedione (-> 5,6-dioxo-n-heptanoic acid), 1,2-cyclohexanedione (-> adipic acid), and dibenzyl ketone (-> benzoic acid). 1,3-Cycloheptanedione does not react.Skatole is oxidized to 2-(formylamino)-5-hydroxyacetophenone, and the Fischer base with ring enlargement to the stereoisomeric quinoline derivatives 12a and b.
Routes to 3aH-Indenes. Deprotonation and Methylation of some Indenones Bearing Ring Junction Substituents
Gilchrist, Thomas L.,Rees, Charles W.,Tuddenham, David
, p. 3221 - 3224 (2007/10/02)
The trienones (1), (2), and (3) have been converted into the corresponding enolate anions by reaction with potassium hydride below -10 deg C.Methyl fluorosulphonate was added to each solution: with the trienones (1) and (3), transient 3aH-indenes (4a) and
