This paper describes the preparation of indoles, azaindoles and benzofurans in pure water by using a new heterogeneous Pd-Cu/C catalyst through a cascade Sonogashira alkynylation-cyclization sequence. Details of the optimization studies and the substrate scope are discussed. This procedure allows the preparation of heterocycles with good yields and is tolerant to a wide variety of functional gr...

Oxazolo[5,4-f]quinoxalines, thiazolo[5,4-f]quinoxalines and pyrazino[b,e]isatins were all obtained from 5-iodo-6-aminoquinoxalines. While the first two families synthesized by nitrogen functionalization subsequent copper-catalyzed cyclization, latter was Sonogashira coupling, alkyne hydration, oxidative cyclization. Most of polycycles evaluated in biological tests.

The present work describes the facile synthesis of 3-(phenylethynyl)-7H-benzo[de]anthracen-7-one via a Sonogashira coupling reaction. structure synthesized benzanthrone derivative is characterized by 1H- and 13C-NMR spectroscopy high-resolution mass spectrometry. photophysical properties title compound are investigated means UV-Vis fluorescence in various organic solvents.

A heterogeneous catalyst, nanosized MCM-41-Pd, was used to catalyze the Sonogashira coupling of aryl and heteroaryl halides with terminal alkynes in the presence of CuI and triphenylphosphine. The coupling products were obtained in high yields using low Pd loadings to 0.01 mol%, and the nanosized MCM-41-Pd catalyst was recovered by centrifugation of the reaction solution and re-used in further ...

Substituted 3,4-dihydro-1,8-naphthyridin-2(1H)-ones have been synthesized with the inverse electron-demand Diels-Alder reaction from 1,2,4-triazines bearing an acylamino group with a terminal alkyne side chain. Alkynes were first subjected to the Sonogashira cross-coupling reaction with aryl halides, the product of which then underwent an intramolecular inverse electron-demand Diels-Alder react...

We have developed novel fluorogenic transformations based on formation of C C bonds catalyzed by palladium using iodocoumarin 1 as a model aryl iodide, where fluorescence is quenched completely due to effects of the heavy, polarizable iodine atom. Substitution of the iodine atom for the carbon using Sonogashira, Suzuki–Miyaura and Heck couplings results in a dramatic fluorescence enhancement. T...

We describe the synthesis of C8-alkynyl adenine pyranonucleosides 4, 5, and 8-phenylethynyl-adenine (II), via Sonogashira cross-coupling reaction under microwave irradiation. Compounds 4e and II were less cytostatic than 5-fluorouracil (almost an order of magnitude) against murine leukemia (L1210) and human cervix carcinoma (HeLa) cells, while the same compounds proved to be more active than 5-...