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Improved Heteroatom Nucleophilic Addition to Electron-Poor Alkenes Promoted by CeCl3·7H2O/NaI System Supported on Alumina in Solvent-Free Conditions

Giuseppe Bartoli, Massimo Bartolacci, Arianna Giuliani, Enrico Marcantoni,* Massimo Massaccesi and Elisabetta Torregiani

*Dipartimento di Scienze Chimiche, Universitą di Camerino, via S. Agostino 1, I-62032 Camerino (MC), Italy, Email: enrico.marcantoniunicam.it

G. Bartoli, M. Bartolacci, A. Giuliani, E. Marcantoni, M. Massaccesi, E. Torregiani, J. Org. Chem., 2005, 70, 169-174.

DOI: 10.1021/jo048329g (free Supporting Information)


Abstract

CeCl3 • 7H2O/NaI supported on neutral alumina (Al2O3)  promotes heteroatom Michael additions under solvent-free conditions. The CeCl3 • 7H2O/NaI/Al2O3 system works well for hetero-Michael additions of weak nucleophiles such as imidazoles and carbamates to various acceptors.

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Key Words

Michael Additions, β-Amino Ketones, Sulfides, Carbamates


ID: J42-Y2005-070