Synthesis of Olefins by Cross-Coupling of N-Tosylhydrazones with Aryl Halides

Significance

The authors report herein an elegant protocol for a new C-C bond formation, which can be formally considered as a combination of the Shapiro reaction and a Pd-catalyzed cross-coupling. It allows the direct use of tosyl­hydrazones of ketones and aldehydes as nucleophilic synthons for cross-coupling, without the preliminary formation of an organometallic reagent. This method gives an easy access to various polysubstituted styrenes and alkenylated hetero­arenes.