27330-57-0Relevant academic research and scientific papers
Nickel-Catalyzed Reductive Coupling of Aryl Bromides with Tertiary Alkyl Halides
Wang, Xuan,Wang, Shulin,Xue, Weichao,Gong, Hegui
supporting information, p. 11562 - 11565 (2015/09/28)
A mild Ni-catalyzed reductive arylation of tertiary alkyl halides with aryl bromides has been developed that delivers products bearing all-carbon quaternary centers in moderate to excellent yields with excellent functional group tolerance. Electron-deficient arenes are generally more effective in inhibiting alkyl isomerization. The reactions proceed successfully with pyridine or 4-(dimethylamino)pyridine, while imidazolium salts slightly enhance the coupling efficiency.
Chemical synthesis and evaluation of 17α-alkylated derivatives of estradiol as inhibitors of steroid sulfatase
Fournier, Diane,Poirier, Donald
, p. 4227 - 4237 (2011/11/12)
Steroid sulfatase (STS) controls the levels of 3-hydroxysteroids available from circulating steroid sulfates in several normal and malignant tissues. This and the known involvement of active estrogens and androgens in diseases such as breast and prostate cancers thus make STS an interesting therapeutic target. Here we describe the chemical synthesis and characterization of an extended series of 17α-derivatives of estradiol (E2) using different strategies. A variant of the samarium-Barbier reaction with stoichiometric samarium metal and catalytic Kagan reagent formation was used for introducing low reactive benzyl substrates in position 17 of estrone (E1) whereas heterocyclic substrates were metalated and reacted with either the carbonyl or the 17-oxirane of E1. In vitro evaluation of the inhibitory potency of the new compounds against STS identified new inhibitors and allowed a more complete structure-activity relationship study of this family of 17α-derivatives of E2.
Dimetalation: The acidity of monometalated arenes towards superbasic reagents
Baston, Eckhard,Maggi, Raimondo,Friedrich, Kirstin,Schlosser, Manfred
, p. 3985 - 3989 (2007/10/03)
Twofold hydrogen/metal interconversions ("dimetalations") can be accomplished with "spiny" arenes (tert-butylbenzene, 1,4-di-tert-butylbenzene, 1,1,3,3-tetramethylindane and congeners) and N,N-crowded anilines (2,2,6,6-tetramethyl-1-phenylpiperidine and N
Antitumor Activity of 5-Aryl-2,3-dihydroimidazoisoquinolines
Houlihan, William J.,Munder, Paul G.,Handley, Dean A.,Cheon, Seung H.,Parrino, Vincent A.
, p. 234 - 240 (2007/10/02)
A series of 5-aryl-2,3-dihydroimidazoisoquinolines previously reported to be platelet activating factor (PAF) receptor antagonist were evaluated for potential antitumor activity.Several compounds, such as the 5-(4'-tert-butylphenyl) (65), 5- (69), and 5-(4'-cyclohexylphenyl) (71) analogs showed very good cytotoxicity against several tumor cell lines. 5--2,3-dihydroimidazoisoquinoline (SDZ 62-434, 53) was more effective on a milligram per kilogram basis than the clinical cytostatic agent edelfosine (1) in increasing survivors and decreasing tumor volume in the oral mouse Meth A fibrosarcoma assay.It was selected for further development and is currently in phase I clinical trials in cancer patients.
Carbonylation of Organomercury Compounds: A General Synthesis of Carboxylic Acids and Esters
Baird, William C.,Hartgerink, Ronald L.,Surridge, John H.
, p. 4601 - 4605 (2007/10/02)
Organomercury compounds react with carbon monoxide in aqueous or alcoholic media to give good yields of carboxylic acids or esters.The carboxyl group is introduced selectively at the site of the carbon-mercury bond.Homogeneous group 9 and 10 metal complexes catalyze this carbonylation reaction, which yields mercury(0) as the inorganic byproduct.The mercuration-carbonylation sequence represents a general synthesis of carboxylic acids and esters.
