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The indazolium halides containing various N -substituents have been conveniently prepared and applied in the palladium-catalyzed Suzuki–Miyaura cross-coupling reactions of aryl bromides with arylboronic acids at mild reaction conditions. The cross-coupling reaction provides the desired products in good to high yields. The ease of synthesis and the modularity, and the broad range of aryl bromides and arylboronic acids make this type of ligand attractive and promising for transition metal catalysis.

New C 2 -symmetric chiral sulfurous diamides were synthesized from (1 R ,2 R )-(+)-1,2-diphenylethylenediamine and used as efficient chiral sulfur–olefin hybrid ligands for enantioselective rhodium-catalyzed asymmetric 1,4-addition reactions. High yields (up to 99%) and excellent enantioselectivities (up to 96%) were achieved for both cyclohexenone and cyclopentenone substrates.