Palladium(0)-Catalyzed Cross-Coupling and Cyclocondensations Reactions: Site-selective Palladium-Catalyzed Cross-Coupling Reactions and Synthesis of ... of Hydrazone and Oxime Dianions

The main part of this book is the efficient regioselective synthesis of functionalized heterocycles (furans, pyrroles, thiophenes, selenophenes) based on the palladium(0)-catalyzed cross-coupling and metal-halide exchanged reactions of brominated heterocycles. The study of the efficient methodologies (regioselectivities, optimization of condition including catalysts, solvent, temperature …) to functionalize them to give a valuable synthetic procedure for the synthesis of pharmacologically relevant products and of useful intermediates for further synthetic transformations. These simple methodologies were applied to synthesize the sulfur- analogues of pyrrole natural product, such as ningaline A. The second part is oriented synthesis of N,O-heterocycles. The convenient approach to synthesized pyrazole-3-carboxylates and pyrazole-1,5- dicarboxylates by one-pot cyclization of hydrazone dianions with diethyl oxalate and 6-iodo- and 6- bromomethyl-5,6-dihydro-4H-1,2-oxazines by condensation of dilithiated acetophenone-oximes with allylbromide and subsequent regioselective iodine- or NBS-mediated cyclization were shown.