Pyridines and diazines are critical structural elements in many biologically active small molecules and, as a result, signicant research effort has been devoted to their preparation. In addition to de novo heterocycle assembly, a number of powerful methods exist for the functionalization of these heteroarenes. For example, Minisci radical addition is a direct and effective synthetic approach t...

Compounds containing aryl/heteroaryl acetic acid and aryl/heteroaryl ethylamine cores play important roles in the pharmaceutical field. Compounds containing aryl/heteroaryl acetic acid units form a large group of non-steroidal anti-inflammatory drugs such as Indomethacin [1], Diclophenac [2], Sulindac [3], Ketorolac [4], and many others. Also, this subunit appears in a number of antifungal [5],...

Acrylic acids and alanines substituted with heteroaryl groups at the beta-position were synthesized and spectroscopically characterized (UV, HRMS, (1)H NMR, and (13)C NMR spectroscopy). The heteroaryl groups were furanyl, thiophenyl, benzofuranyl, and benzothiophenyl and contained the alanyl side chains either at the 2- or 3-positions. While the former are good substrates for phenylalanine ammo...

Chapter 1. Suzuki-Miyaura coupling reactions of aryl and heteroaryl halides with aryl-, heteroaryl and vinyl boronic acids proceed in very good to excellent yield with the use of 2-(2',6'-dimethoxybiphenyl)dicyclohexylphosphine, SPhos. Additionally, a comparison of the reactions with SPhos and with 2(2',4',6'-triisoprocpylbiphenyl)-diphenylphosphine is presented that is informative in determini...

The course of reaction of aryl and heteroaryl sulfonamides with diphenylcarbonate (DPC) and 4-dimethylaminopyridine (DMAP) was found to depend on the pKa of the sulfonamide used. Aryl sulfonamides with pKa approximately 10 gave 4-dimethylamino-pyridinium arylsulfonyl-carbamoylides, while the more acidic heteroaryl sulfonamides (pKa approximately 8) furnished 4-dimethylaminopyridinium heteroaryl...

Coupling of alkynyl moieties to heterocyclic rings, without using transition metals, can be easily performed by the reaction of aryl or heteroaryl sulfonylacetylenes with heteroaryl-Li compounds or their corresponding less reactive magnesium derivatives.

Suzuki-Miyaura cross-coupling reactions of heteroaryl polyhalides with aryl boronates are surveyed. Drawing on data from literature sources as well as bespoke searches of Pfizer's global chemistry RKB and CAS Scifinder® databases, the factors that determine the site-selectivity of these reactions are discussed with a view to rationalising the trends found.