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Synthesis of β-Lactams from Diazoketones and Imines: The Use of Microwave Irradiation

Michael R. Linder and Joachim Podlech*

*Institut für Organische Chemie, Universität Karlsruhe (TH), Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany, Email:

M. R. Linder, J. Podlech, Org. Lett., 2001, 3, 1849-1851.

DOI: 10.1021/ol015891+


The transformation of diazoketones to ketenes can be realized not only by utilizing photochemical reaction conditions but also under the action of microwave irradiation. In the presence of imines, the generated ketenes react further to afford β-lactams. Various trans-substituted β-lactams derived from amino acids have been prepared.

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reaction pathway

Key Words

Staudinger Synthesis, Wolff Rearrangement, β-Lactams, Microwave Synthesis

ID: J54-Y2001-590