A copper(I)-mediated one-pot synthesis of 2,3-dihydro-1H-indazole heterocycles has been developed. This synthetic route provides the desired indazoles in moderate to good yields (55%-72%) which are substantially better than those achievable with an alternative two-step reaction sequence. The reaction is tolerant of functionality on the aromatic ring.

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...

One pot synthesis of terpyrromethanes (3a) and [di(1H-pyrrol-2-yl)methyl]heteroarenes (3b-m) has been delineated by Amberlyst 15 catalyzed condensation of pyrrole and heterocyclic aldehydes (2), not reported earlier. The compounds 3a and 3b have been formylated to 5-[di(5-formyl-1H-pyrrol-2-yl)methyl]-1H-pyrrole-2-carbaldehyde (4a) and 5[(5-formyl-1H-pyrrol-2-yl)(3-pyridinyl)methyl]-1H-pyrrole-...

In this study, a class of bis-1,2-(4-aryl-2-alkyl-1H- inden-1-yl) ethane was synthesized and characterized by spectroscopic methods such as 1HNMR, 13CNMR, melting point and FTIR. bis-1,2-(4-aryl-2-alkyl-1H- inden-1-yl) ethane was synthesized by the reaction of butyl­lithium, arylindenes and dibromoethane in a facile, one-pot strategy. It’s shown that these methods have a wide scope to afford li...

a simple, fast, efficient and environmentally friendly method for synthesis of benzimidazole and its 2-alkyl, aryl and heteroaryl substituted derivatives was developed using zeolite hy. two component cyclolcondensation of 1,2-phenylenediamine (o-phenylenediamine) and commercially available carboxylic acids catalyzed by zeolite hy without any solvent, under microwave irradiation led to formation...

An efficient and divergent one-pot synthesis of 2,3-dihydro-1H-pyrroles, 3-alkyl-1H-pyrroles and 3-alkenyl-1H-pyrroles from readily accessible 2,4-pentadienenitriles with isocyanide based on reaction condition selection has been described. The reaction of 2,4-pentadienenitriles with ethyl isocyanoacetate undergoes a formal [2 + 3] annulation either to generate 2,3-dihydro-1H-pyrroles in the pre...

Five novel 3-alkyl-4-phenylacetylamino-4,5-dihydro-1H-1,2,4-triazol-5-ones (2) were synthesized by the reactions of 3-alkyl-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with phenylacetyl chloride and characterized by elemental analyses and IR, 1HNMR, 13C-NMR and UV spectral data. The newly synthesized compounds 2 were titrated potentiometrically with tetrabutylammonium hydroxide in four non-...

Toll-like receptor (TLR)-8 agonists strongly induce the production of T helper 1-polarizing cytokines and may therefore serve as promising candidate vaccine adjuvants, especially for the very young and the elderly. Earlier structure-based ligand design led to the identification of 3-pentyl-quinoline-2-amine as a novel, human TLR8-specific agonist. Comprehensive structure-activity relationships ...

Twenty-six 5-azacytidine analogues have been synthesized, including 4-amino- 6-alkyl-1-pyranosyl/ribofuranosyl-1,3,5-triazin-2(1H)-ones 1a-j, 6-amino-4-alkyl/aryl-1- pyranosyl/ribofuranosyl-1,3,5-triazin-2(1H)-ones 2a-f and 4-amino-6-alkyl-1,3,5-triazin-2- yl-1-thio-pyranosides/ribofuranosides 3a-j. The antiproliferative activities of these synthetic analogues were investigated in human leukemi...

New 1,5-tetra alkyl methyl- phenyl-1H-pyrimido[4,5-e][1,3,4]thiadiazine-3,7-diamine were synthesized via the cyclocondensation of 2-(5-bromo-2-chloro-6-methylpyrimidin-4-yl)-2-methylhydrazine with phenylthioisothiocyanate and further replacement of chlorine atom on the seven number position of pyrimido[4, 5- e][1, 3, 4]thiadiazin by appropriate secondary amines in simple and efficient methods.