861902-11-6Relevant academic research and scientific papers
Synthesis and rearrangement of cage [4.3.2]propellanes that contain a spiro linkage
Kotha, Sambasivarao,Cheekatla, Subba Rao,Mandal, Binita
, p. 4277 - 4282 (2018/08/28)
Rearranged cage ketones 6a and 6b are reported in eight linear synthetic steps from 2,5-dimethoxybenzaldehyde 9 without the use of protecting groups. In this regard, Diels–Alder reaction, [2+2]photocycloaddition and Lewis acid promoted rearrangement with BF3·OEt2 were used as key steps. Surprisingly, during the ring expansion process with Lewis acid, solvent in-corporation occurred. This rearrangement approach has provided difficult complex targets through non-obvious synthetic routes. The rearrangement process demonstrated here opens up a new synthetic strategy to interesting and unusual cage molecules.
SPIRO COMPOUNDS AS HEPATITIS C VIRUS INHIBITORS
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, (2015/11/09)
Disclosed are spiro compounds of formula (I), or stereomers, geometric isomers, tautomers, nitrogen oxides, hydrates, solvates, metabolites, pharmaceutically acceptable salts or prodrugs thereof. The compounds can be used to treat hepatitis C virus (HCV) infection or hepatitis C disease. Furthermore disclosed are pharmaceutical compositions containing the compounds and the method of using the compounds or pharmaceutical compositions in the treatment of HCV infection or hepatitis C disease.
Synthesis and characterization of geminally dialkylsubstituted tetraindanotetraoxa[8]circulenes
Mejlsoe, Soren L.,Christensen, Jorn B.
, p. 1051 - 1057 (2014/08/05)
A synthetic methodology for the synthesis of 2,2-dialkyl-4,7-dimethoxy-2,3- dihydro-1H-inden-1-ones from 4,7-dimethoxy-2,3-dihydro-1H-inden-1-one has been developed, and some of these compounds were converted into the corresponding geminally dialkylsubstituted tetraindanotetraoxa[8]circulenes with the expectation of obtaining discotic liquid crystalline materials.
SPIRO RING COMPOUND AS HEPATITIS C VIRUS (HCV) INHIBITOR AND USES THEREOF FIELD OF THE INVENTION
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, (2014/06/23)
A compound of formula (I) or a stereoisomer, a geometric isomer. a tautomer, an N-oxide, a hydrate, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof is provided, which can be used for treating HCV infection or a HCV disorder. Also a pharmaceutical composition comprising the compound and the use of the compound and the pharmaceutical composition thereof are provided, which can also be used for treating HCV infection or a HCV disorder.
Meldrum's acids as acylating agents in the catalytic intramolecular Friedel-Crafts reaction
Fillion, Eric,Fishlock, Dan,Wilsily, Ashraf,Goll, Julie M.
, p. 1316 - 1327 (2007/10/03)
(Chemical Equation Presented) The intramolecular Friedel-Crafts acylation of aromatics with Meldrum's acid derivatives catalyzed by metal trifluoromethanesulfonates is reported. Meldrum's acids are easily prepared, functionalized, handled, and purified. The synthesis of polysubstituted 1-indanones from benzyl Meldrum's acids was investigated thoroughly, and it was shown that a variety of catalysts were effective, while accommodating a diversity of functional groups under mild conditions. The scope, limitations, and functional group tolerance (terminal alkene and alkyne, ketal, dialkyl ether, dialkyl thioether, aryl methyl ether, aryl TIPS and TBDPS ethers, nitrile- and nitro-substituted aryls, alkyl and aryl halides) for a variety of 5-benzyl (enolizable Meldrum's acids) and 5-benzyl-5-substituted Meldrum's acids (quaternized Meldrum's acids), forming 1-indanones and 2-substituted-1- indanones, respectively, are delineated. This method was further applied to the synthesis of 1-tetralones, 1-benzosuberones, and the potent acetylcholinesterase inhibitor donepezil. Rate of cyclization as a function of ring size was established for various benzocyclic ketones via competition experiments: 1-tetralones form faster than both 1-indanones and 1-benzosuberones, and 1-benzosuberones cyclize faster than 1-indanones.
Reaction of N,N-dimethylacrylamide/trifluoromethanesulfonic anhydride complex with electron-rich aromatic compounds
Nenajdenko, Valentine G.,Baraznenok, Ivan L.,Balenkova, Elizabeth S.
, p. 4199 - 4202 (2007/10/03)
The reaction of N,N-dimethylacrylamide/trifluoromethanesulfonic anhydride complex with electron-rich aromatic compounds affords after hydrolysis the corresponding indanones and 1,3-diarylpropanones.
N,N-dimethylacrylamide-triflic anhydride complex as a novel bifunctional electrophile in reaction with electron-rich aromatics
Nenajdenko, Valentine G.,Baraznenok, Ivan L.,Balenkova, Elizabeth S.
, p. 12993 - 13006 (2007/10/03)
The reaction of N,N-dimethylacrylamide/trifluoromethanesulfonic anhydride complex with alkoxybenzenes followed by hydrolysis leads to the corresponding indan-1-ones and 1,3-diarylpropan-1-ones. Substituted naphthalenes yield dihydrophenalen-1-ones. Fused ring aromatics afford aromatic amines.
SYNTHESIS OF RIGIDLY LINKED TRIAD MOLECULES BASED ON OCTAALKYLPORPHYRIN, CAPABLE OF MULTISTEP ELECTRON TRANSFER
Gribkov, A.A.,Borovkov, V.V.,Evstigneeva, R.P.,Sakata, Y.
, p. 905 - 915 (2007/10/02)
We have designed and carried out the synthesis of triad model systems containing octaalkylporphyrin, benzoquinone, and trichlorobenzoquinone with an oxidation-reduction potential gradient in the molecule.The quinone moieties are fixed relative to the porphyrin using spirononane and methylene spacers.
Benzoquinones and Related Compounds. Part 5. Nuclear Magnetic Resonance Study of the Conformation in Solution of Some Diels-Alder Adducts between 1,4-Benzoquinones and Cyclopentadiene
Al-Hamdany, Raad,Bruce, J. Malcolm,Heatley, Frank,Khalafy, Jabbar
, p. 1395 - 1400 (2007/10/02)
The Diels-Alder reaction of cyclopentadiene with the 5,6-double bond of benzyl-, α-hydroxybenzyl-, and α-acetoxybenzyl-1,4-benzoquinone, and of 1-hydroxy-1-phenyl-, 1-phenyl-, and 1-hydroxy-indan-4,7-quinone gives in each case a pair of diastereoisomeric endo adducts.For those which carry a phenyl group, the chemical shift of one of the norbornene olefinic protons in one member of each pair is significantly different from that of the corresponding proton in the other member.The conformational significance of this effect is discussed.Proton longitudinal relaxation and nuclear Overhauser relaxation techniques are used to show that the cyclopentadiene endo monoadducts of 1,4-benzoquinone and α-hydroxybenzyl-1,4-benzoquinone prefer to adopt an 'open' rather than a 'closed' conformation.
