10342-60-6Relevant articles and documents
N-Nitroheterocycles: Bench-Stable Organic Reagents for Catalytic Ipso-Nitration of Aryl- And Heteroarylboronic Acids
Budinská, Alena,Katayev, Dmitry,Passera, Alessandro,Zhang, Kun
supporting information, (2020/03/30)
Photocatalytic and metal-free protocols to access various aromatic and heteroaromatic nitro compounds through ipso-nitration of readily available boronic acid derivatives were developed using non-metal-based, bench-stable, and recyclable nitrating reagents. These methods are operationally simple, mild, regioselective, and possess excellent functional group compatibility, delivering desired products in up to 99% yield.
Cross-coupling of aryl halides and triflates with intramolecularly stabilized group 13-metal alkylating reagents in the presence of mixed-metal catalysts
Shenglof, Margarita,Gelman, Dmitri,Heymer, Bernd,Schumann, Herbert,Molander, Gary A.,Blum, Jochanan
, p. 302 - 306 (2007/10/03)
In the presence of tertiary phosphines, the palladium-containing mixed-metal complexes [(CO)4Fe(μ-PPh2)Pd(μ-Cl)]2(1) and [(CO)3Co]2(μ-CO)Pd[μ-(Ph2PCH 2)2] (2) catalyze the cross-coupling of aryl triflates and halides (including chlorides) with intramolecularly stabilized dialkylaluminum, -gallium and -indium reagents 3-8. The reactions are high yielding, and homocoupling and hydrodehalogenation processes are minimal even when the alkyl moieties of the alkylating reagents contain β-hydrogen atoms. As the components of the mixed-metal complexes are either poor catalysts, or completely inactive, the high catalytic activity of 1 and 2 is attributed to synergism between the different metal nuclei of the catalysts.
Synthesis and evaluation of 4-alkylanilines as mammary tumor inhibiting aromatase inhibitors
Hartmann,Batzl
, p. 537 - 544 (2007/10/02)
The 4-alkylanilines 1-20 were synthesized to elucidate the importance of the glutarimide moiety for the aromatase inhibiting activity of aminoglutethimide [3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione, AG], the only non-steroidal aromatase inhibitor which is commercially available at present. The most interesting compounds were the (4-aminophenyl)cycloalkanes 4-6 (4, c-pentyl; 5, c-hexyl; 6, c-heptyl) and the 1-alkyl-1-(4-aminophenyl)cyclohexanes 1-3 (1, CH3; 2, C2H5; 3, n-C3H7). Derivatives 1-6 are stronger inhibitors of human placental aromatase than AG exhibiting relative potencies from 1.5 to 2.7 (AG≡1). For selectivity of action, the inhibition of desmolase (cholesterol side chain cleavage enzyme) was determined. Compounds 1-3 showed an inhibition comparable to AG, whereas compounds 4-6 exhibited no effect on desmolase. Being more potent and selective aromatase inhibitors in vitro, compounds 4-6, however, were not superior to AG in vivo, when the reduction of plasma estradiol concentration and the tumor inhibiting activity (PMSG-primed SD rats and DMBA-induced mammary carcinoma of the SD rat, postmenopausal model) were concerned.
