Pd-Catalyzed Coupling of N -Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes.

This study shows that various di- and tri-substituted alkenes with high chemoselectivity were obtained in good to high yields by coupling N -tosylhydrazones (NTHs) with benzylic phosphates as electrophilic partners. The obtained new catalytic system consisted of PdCl 2 (CH 3 CN) 2 /dppp, LiO t Bu as a base, and cyclopentyl methyl ether as a green solvent. In addition, we performed a gram-scale transformation using NTH derivatives and benzylic phosphates having a C sp 2 -Cl bond. The latter was used as a starting point for further postfunctionalization of the key intermediates.