Direct metallation of thienopyrimidines using a mixed lithium-cadmium base and antitumor activity of functionalized derivatives.
نویسندگان
چکیده
A series of thieno[2,3-d]- and thieno[3,2-d]pyrimidines have been easily synthesized using as key step a deproto-cadmiation-trapping sequence. Some of the compounds thus synthesized were screened for anticancer (cytotoxic) activities, and (S)-2-(6-iodo-2-phenylthieno[2,3-d]pyrimidin-4-ylamino)-3-phenylpropanoic acid proved to have a significant activity towards liver, human breast and cervix carcinoma cell lines.
منابع مشابه
Deprotonative metallation of ferrocenes using mixed lithium-zinc and lithium-cadmium combinations.
A mixed lithium-cadmium amide and a combination of lithium and zinc amides were reacted with a range of ferrocenes; deprotonative mono- or dimetallation in general occurred chemoselectively at room temperature, as evidenced by subsequent quenching with iodine.
متن کاملDeproto-metallation of N-arylated pyrroles and indoles using a mixed lithium–zinc base and regioselectivity-computed CH acidity relationship
The synthesis of N-arylated pyrroles and indoles is documented, as well as their functionalization by deprotonative metallation using the base in situ prepared from LiTMP and ZnCl2·TMEDA (1/3 equiv). With N-phenylpyrrole and -indole, the reactions were carried out in hexane containing TMEDA which regioselectively afforded the 2-iodo derivatives after subsequent iodolysis. With pyrroles and indo...
متن کاملMagnetic amine-functionalized graphene oxide as a novel and recyclable bifunctional nanocatalyst for solvent-free synthesis of pyrano[3,2-c]pyridine derivatives
The new magnetic amine-functionalized graphene oxide (Fe3O4-GO-NH2) nanocatalyst was prepared through the reaction of 3-aminopropyltriethoxysilane (APTES) with magnetic graphene oxide (Fe3O4-GO). It was characterized by XRD, TEM, SEM, FT-IR and EDX techniques. The intrinsic carboxylic acids on the edges of Fe3O4-GO alo...
متن کاملSynthesis, Characterization and in Vitro Antibacterial Activities of CdO Nanoparticle and Nano-sheet Mixed-ligand of Cadmium(ІІ) Complex
Here, we report the synthesis of a Schiff-base mixed-ligand complex of cadmium(ІІ) in bulk and nano-scales via the precipitation and sonochemical methods, respectively. The complex formula is [Cd(3-bpdh)(3-bpdb)Cl2]n (1), where the ligands are 3-bpdh = 2,5-bis(3-pyridyl)-3,4-diaza-2,4-hexadiene and 3-bpdb = 1,4-bis(3-pyridyl)-2,3-diaza-1,3-butadiene. The structure of mixed-ligand complex (1) wa...
متن کاملDeproto-metallation using a mixed lithium-zinc base and computed CH acidity of 1-aryl 1H-benzotriazoles and 1-aryl 1H-indazoles.
1-Aryl-1H-benzotriazoles and -1H-indazoles were synthesized, and their deproto-metallation using the base prepared by mixing LiTMP with ZnCl2·TMEDA (1/3 equiv.) was studied. In the indazole series, reactions occurring at the 3 position were followed by ring opening, and functionalization of the substrate was only found possible (on the sulfur ring) using 2-thienyl as aryl group. In the benzotri...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
- Organic & biomolecular chemistry
دوره 7 22 شماره
صفحات -
تاریخ انتشار 2009