65844-58-8Relevant academic research and scientific papers
Ni-Catalyzed Alkene Carboacylation via Amide C-N Bond Activation
Walker, James A.,Vickerman, Kevin L.,Humke, Jenna N.,Stanley, Levi M.
, p. 10228 - 10231 (2017/08/10)
We report Ni-catalyzed formal carboacylation of o-allylbenzamides with arylboronic acid pinacol esters. The reaction is triggered by oxidative addition of an activated amide C-N bond to a Ni(0) catalyst and proceeds via alkene insertion into a Ni(II)-acyl bond. The exo-selective carboacylation reaction generates 2-benzyl-2,3-dihydro-1H-inden-1-ones in moderate to high yields (46-99%) from a variety of arylboronic acid pinacol esters and substituted o-allylbenzamides. These results show that amides are practical substrates for alkene carboacylation via amide C-N bond activation, and this approach bypasses challenges associated with alkene carboacylation triggered by C-C bond activation.
A structure-guided approach to an orthogonal estrogen-receptor-based gene switch activated by ligands suitable for in vivo studies
Kinzel, Olaf,Fattori, Daniela,Muraglia, Ester,Gallinari, Paola,Nardi, Maria Chiara,Paolini, Chantal,Roscilli, Giuseppe,Toniatti, Carlo,Gonzalez Paz, Odalys,Laufer, Ralph,Lahm, Armin,Tramontano, Anna,Cortese, Riccardo,De Francesco, Raffaele,Ciliberto, Gennaro,Koch, Uwe
, p. 5404 - 5407 (2007/10/03)
A strategy to obtain a fully orthogonal estrogen-receptor-based gene switch responsive to molecules with acceptable pharmacological properties is presented. From a series of tetrahydrofluorenones active on the wild-type estrogen receptor (ER) an inactive
The discovery of tetrahydrofluorenones as a new class of estrogen receptor β-subtype selective ligands
Wilkening,Ratcliffe,Tynebor,Wildonger,Fried,Hammond,Mosley,Fitzgerald,Sharma,McKeever,Nilsson,Carlquist,Thorsell,Locco,Katz,Frisch,Birzin,Wilkinson,Mitra,Cai,Hayes,Schaeffer,Rohrer
, p. 3489 - 3494 (2007/10/03)
Synthesis and derivatization of a series of substituted tetrahydrofluorenone analogs giving potent, ERβ subtype selective ligands are described. Several analogs possessing ERβ binding affinities comparable to 17β-estradiol but with greater than 75-fold selectivity over ERα are reported.
Studies on the chemistry of 2-(2-oxo-3-phenylpropyl)-benzaldehydes: Novel total synthesis of 3-phenylnaphthalen-2-ols and 2-hydroxy-3-phenyl-1,4- naphthoquinones
Martínez, Ana,Fernández, Marcos,Estévez, Juan C.,Estévez, Ramón J.,Castedo, Luis
, p. 485 - 492 (2007/10/03)
We describe the first studies on the chemistry of 2-(2-oxo-3-phenylpropyl) benzaldehydes, which were converted into 3-benzylisochromen-1-ones via the corresponding 2-(2-oxo-3-phenylpropyl)benzoic acid. The 2-(2-oxo-3-phenylpropyl) benzaldehydes proved to be convenient starting materials for the synthesis of 3-phenyl-2-naphthols. Oxidation of the latter compounds resulted in a novel, efficient synthesis of 3-phenyl-1,2-naphthoquinones, which were efficiently transformed into 2-hydroxy-3-phenyl-1,4-naphthoquinones.
New '2-phenylnaphthalene'-mediated synthesis of benzo[b]naphtho[2,3-d] furan-6,11-diones and 6-oxa-benzo[a]anthracene-5,7,12-triones: First total synthesis of 6-oxa-benzo[a]anthracen-5-ones
Martínez, Ana,Fernández, Marcos,Estévez, Juan C.,Estévez, Ramón J.,Castedo, Luis
, p. 1353 - 1362 (2007/10/03)
We describe here a novel synthesis of benzo[b]naphtho[2,3-d]furan-6,11- diones based on the heteroannulation of 2-(2-bromophenyl)-3-hydroxy-1,4- naphthoquinones. The naphthoquinones were prepared from 3-(2-bromophenyl) naphthalen-2-ols, which were obtained by intramolecular aldol condensation of 2-[3-(2-bromophenyl)-2-oxo-propyl]benzaldehydes. Alternatively, benzo[b]naphtho[2,3-d]furan-6,11-diones were obtained more directly and efficiently by cyclization of 3-(2-bromophenyl)naphthalen-2-ols to benzo[b]naphtho[2,3-d]furans and oxidation of the resulting compounds. Furthermore, the first 6-oxabenzo[a]anthracen-5-one described was similarly obtained from 2-[3-(2-formylphenyl)-2-oxopropyl]benzoic acid and oxidized to 6-oxa-benzo[a]anthracene-5,7,12-trione.
Studies in Antifertility Agents: Part XXVI - Synthesis of 1--2-benzyl-5- and 6-methoxyindanes
Malik, Mangel S.,Rastogi, Shri Nivas
, p. 382 - 385 (2007/10/02)
2-Benzyl-5- and 6-methoxyindan-1-ones (5,6), prepared by catalytic hydrogenation of 2-benzylideneindan-1-ones (3,4) on KBH4 reduction give 2-benzylindan-1-ols (7,8).Friedel-Crafts acetylation of 7 and 8 with phenol results in a mixture of 1-(o- and p-hydr
