A variety of iodo-substituted isochromenes, dihydroisobenzofurans, and pyranopyridines are readily prepared in good to excellent yields under mild conditions by the iodocyclization of readily available 2-(1-alkynyl)benzylic alcohols or 2-(1-alkynyl)-3-(hydroxymethyl)pyridines. Reactions are carried out in MeCN at 25 degrees C with 3 equiv of I(2) as the iodine source and NaHCO(3) (3 equiv) as t...

A systematic study of the addition of various 1,2-acyclic diones to activated acetylenic esters catalyzed by pyridine under mild conditions is described. This reaction provides a new protocol for the stereoselective synthesis of 1,2-diaroyl maleates. The exclusive formation of the cis isomer is especially noteworthy. This reaction occurs through the initial generation of a pyridine-dimethyl ace...

Peptoids (N-substituted glycines) are an important class of biomimetic oligomers that have made a significant impact in the areas of combinatorial drug discovery, gene therapy, drug delivery, and biopolymer folding in recent years. Sequence-specific peptoid oligomers are easily assembled from primary amines by the solid-phase submonomer method. However, most amines that contain heterocyclic nit...

The 6-substituted 2-(3',4'-dichlorophenoxy)-2H-pyrano[2,3-b]pyridines MDL 20,610 (6-SO2CH3), MDL 20,646 (6-Br), and MDL 20,957 (6-Cl) are potent antirhinovirus compounds with median plaque 50% inhibitory concentrations (IC1/2s) of 0.03, 0.006, and 0.006 micrograms/ml, respectively, against the 32 serotypes evaluated. The 6-halogenated analogs produced 99% reductions in progeny virion yields at ...

Nosocomial infection caused by methicillin-resistant Staphylococcus aureus (MRSA) or vancomycin-resistant Enterococci (VRE) has become a great deal of recent concern. Although a number of cephalosporins had been synthesized in the past, few of them was effective against these resistant bacteria. Recently, TOC-39and TOC-50^3) bearing vinyl-thio linkage attached by substituted pyridines at C-3 we...

An efficient and straightforward four-component synthetic protocol has been developed to synthesize imidazo[1,2-a]pyridines and imidazo[1,2,3-ij][1,8]naphthyridine derivatives incorporating medicinally privileged heterosystems from heterocyclic ketene aminals, aldehydes, diketene, and amines via cascade reactions, including diketene ring-opening, Knoevenagel condensation, aza-ene reaction, imin...

The arylxenonium cation in the salt [C6F5X e]+ [AsF6]" is isoelectronic to C6F5I, but coordinatively unsaturated with respect to N-bases like MeCN and pyridines. Co-ordination of strongly basic pyridines causes weakening of the Xe-C bond and C6F5 radical formation. The thermal decomposition of pyridine co-ordinated arylxenonium cations gives three groups of products: C-pentafluorophenylated pyr...

Copper-catalyzed regioselective C-3 sulfenylation of imidazo[1,2-a]pyridines using p-tosylchloride as a benign source of sulfenylating agents has been developed. On the other hand, p-tosylchloride mediated thiomethylation of imidazo[1,2-a]pyridines with dimethylsulfoxide as a source of thiomethylation under metal-free conditions was also described.

Pyrazolo[1,5-a]pyridines and 6-iodopyrazolo[1,5-a]pyridines were synthesized by gold-catalyzed and iodine-mediated cyclization of enynylpyrazoles in good to excellent yields, respectively. The iodinated adducts were further converted to 6-arylpyrazolo[1,5-a]pyridines via Suzuki-Miyaura coupling reaction and 6-cyanopyrazolo[1,5-a]pyridine by Ullmann condensation reaction. One of the cyclization ...