Catalytic three-component synthesis of conjugated dienes from alkynes via Pd0, Pd(II), and Pd(IV) intermediates containing 1,2-diimine

Article abstract of DOI:10.1002/anie.199717431

Direct, efficient, selective, and catalytic all describe the synthesis of conjugated dienes from two molecules of alkyne, an organic halide, and tetramethyltin with 1 mol% of a (1,2-diimine)palladium complex in DMF (see the catalytic cycle involving Pd⁰. Pd(II) and Pd(IV) species on the right) Palladium-phosphane complexes do not catalyze this reaction. Furthermore, 1,4-dihalo-l,3-dienes were synthesized stoichiometrically from alkynes and molecular halogen.