22460-07-7Relevant academic research and scientific papers
Thianthrenation-enabled α-arylation of carbonyl compounds with arenes
Huang, Yu-Hao,Nie, Xiao-Xue,Wang, Peng
supporting information, p. 7716 - 7720 (2020/11/02)
The Pd-catalyzed α-arylation of carbonyl compounds with simple arenes enabled by site-selective thianthrenation has been demonstrated. This onepot process using thianthrenium salts as the traceless arylating reagents features mild conditions and a broad substrate scope. In addition, this protocol could also tolerate the heterocyclic carbonyl compounds and complex bioactive molecules, which is appealing for medicinal chemistry.
Regio- and enantioselective Baeyer-Villiger oxidation: Kinetic resolution of racemic 2-substituted cyclopentanones
Zhou, Lin,Liu, Xiaohua,Ji, Jie,Zhang, Yuheng,Wu, Wangbin,Liu, Yangbin,Lin, Lili,Feng, Xiaoming
, p. 3938 - 3941 (2014/08/18)
A kinetic resolution of racemic 2-substituted cyclopentanones via highly regio- and enantioselective Baeyer-Villiger oxidation has been successfully developed. The reaction could afford the normal 6-substituted δ-lactones in up to 98% ee and >19/1 regioselectivity. Meanwhile, the unreacted ketones were recovered in excellent ee values (up to 98%). It represents the best results of the kinetic resolution of racemic 2-substituted cyclopentanones via nonenzymic asymmetric BV oxidation.
The identification of 7-[(R)-2-((1S,2S)-2-benzyloxycyclopentylamino)-1- hydroxyethyl]-4-hydroxybenzothiazolone as an inhaled long-acting β2-adrenoceptor agonist
Arnold, Nicola,Beattie, David,Bradley, Michelle,Brearley, Andrew,Brown, Lyndon,Charlton, Steven J.,Fairhurst, Robin A.,Farr, David,Fozard, John,Fullerton, Joe,Gosling, Martin,Hatto, Julia,Janus, Diana,Jones, Darryl,Jordan, Lynne,Lewis, Christine,Maas, Janet,McCarthy, Clive,Mercer, Mark,Oakman, Helen,Press, Neil,Profit, Rachel,Schuerch, Friedrich,Sykes, David,Taylor, Roger J.,Trifilieff, Alexandre,Tuffnell, Andrew
, p. 4341 - 4347 (2014/10/15)
The optimisation of two series of 4-hydroxybenzothiazolone derived β2-adrenoceptor agonists, bearing α-substituted cyclopentyl and β-phenethyl amino-substituents, as inhaled long-acting bronchodilators is described. Analogues were selected for synthesis using a lipophilicity based hypothesis to achieve the targeted rapid onset of action in combination with a long duration of action. The profiling of the two series led to identification of the α-substituted cyclopentyl analogue 2 as the optimal compound with a comparable profile to the inhaled once-daily long-acting β2-adrenoceptor agonist indacaterol. On the basis of these data 2 was promoted as the backup development candidate to indacaterol from the Novartis LABA project.
REACTION OF CONJUGATED NITRO OLEFINS WITH AROMATIC COMPOUNDS: A NEW ACYLMETHYLATION OF AROMATIC COMPOUNDS
Lee, Kilsung,Oh, Dong Young
, p. 2977 - 2978 (2007/10/02)
Reaction of conjugated nitro olefins with aromatic compounds, followed by hydrolytic treatment, gives acylmethylated aromatic compounds in good yield.
THE SYNTHESIS VIA ORGANOIRON COMPLEXES OF PEDICELLANIN METHYL ETHER AND CUPARENE
Bovicelli, P,Mincione, E.
, p. 2037 - 2050 (2007/10/02)
A synthetic route to Pedicellanin methyl ether as well as to Cuparene via iron tricarbonyl-cyclohexadienyl cations is reported.The unusual aromatization reaction of the iron tricarbonyl- cyclohexadienyl mojety by iron trichloride is evidencied.
Highly Selective Methods for α-Alkenylation and α-Arylation of Ketones via Palladium- or Nickel-Catalyzed Cross Coupling
Negishi, Ei-ichi,Akiyoshi, Kazunari
, p. 1007 - 1010 (2007/10/02)
Two procedures for α-alkenylation and α-arylation of ketones, that permit, for the first time, introduction of a stereo-defined alkenyl group (E or Z) in the α-position of cyclic ketones in high yields with essentially complete retention (>98percent) of the alkenyl stereochemistry are reported.Furthermore, the one that is represented by Eq.2 permits complete control of regiochemistry as well.
Synthesis of α-Cuparenone
Anand, R. C.,Ranjan, H.
, p. 1054 - 1057 (2007/10/02)
Ethyl 2-carbethoxy-3-p-tolylpropanoate (VII) on Michael reaction with acrolein followed by acetal formation furnishes acetal-malonate (IX).The diacid (X), obtained by hydrolysis of IX, is warmed with lead tetraacetate-pyridine mixture, and the resulting p
The Chemistry of Aryllead(IV) Tricarboxylates. Reaction with Enamines
May, George L.,Pinhey, John T.
, p. 1859 - 1871 (2007/10/02)
The treatment of 1-morhpholinocyclopentene (1a) with p-methoxyphenyllead triacetate (2a) in chloroform provides a simple high-yielding route to 2-(4-methoxyphenyl)cyclopentanone (3a).This arylation reaction of enamines has been investigated with a variety of substrates and a number of aryllead triacetates.The reaction has been found to be very sensitive to steric effects and is thus a useful synthetic method in a relatively small number of cases.Acetoxylation is a major competing reaction with those enamines of cyclic ketones which give a low to moderate yield of arylated product.
