Alkene Synthesis Through Transition Metal-Catalyzed Cross-Coupling of N-Tosylhydrazones

In this chapter, alkene synthesis based on the reaction of N-tosylhydrazones is described. The reactivity of tosylhydrazones is determined by either the acidity of alpha-proton and hydrazone proton or the electropositivity of the carbon of C-N bond. This leads to diverse reactivities and a series of N-tosylhydrazone-based olefination methodologies. Both non-catalytic and transition metal-catalyzed olefinations from N-tosylhydrazones are introduced in this chapter. Most of the transition metal-catalyzed reactions proceed via metal carbene transformations. The synthesis of alkenes through Pd-catalyzed cross-coupling reactions of N-tosylhydrazones is particularly attractive and will be discussed in detail.