Reactivity of N-protected 5-(2-bromophenyl)tetrazoles in palladium-catalyzed direct arylation of heteroarenes or fluorobenzenes.

A new route allowing the one-step synthesis of (2-heteroarylphenyl)tetrazole and fluorinated biphenyltetrazole derivatives is disclosed. By using 2 mol% of an air-stable diphosphine-palladium catalyst [PdCl(C 3 H 5 )(dppb)], potassium pivalate as base and dimethylacetamide as solvent, a wide range of heteroarenes ( e.g ., thiazoles, (benzo)thiophenes, furans, pyrroles, and imidazo[1,2- a ]pyridine) and polyfluorobenzenes was easily coupled with N -protected (2-bromophenyl)tetrazoles in high yields. [ABSTRACT FROM AUTHOR]