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Palladium Catalyzed Coupling of Tosylhydrazones with Aryl and Heteroaryl Halides in the Absence of External Ligands: Synthesis of Substituted Olefins

Devi Prasan Ojha and Kandikere Ramaiah Prabhu*

*Department of Organic Chemistry, Indian Institute of Science, Bangalore 560 012, Karnataka, India, Email: prabhuorgchem.iisc.ernet.in

D. P. Ojha, K. R. Prabhu, J. Org. Chem., 2012, 77, 11027-11028.

DOI: 10.1021/jo301987c (free Supporting Information)


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Abstract

A versatile, palladium-catalyzed cross-coupling reaction of hydrazones with aryl halides in the absence of external ligand allows the synthesis of substituted olefins, which are difficult to access from other traditional methods and are not synthesized by employing similar coupling reactions. Application of the present methodology is validated in tandem reaction of ketones to the corresponding substituted olefins in a single pot experiment.


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Key Words

olefination


ID: J42-Y2012-3830