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Sociedade Brasileira de Química, Química Nova, 7(30), p. 1768-1772

DOI: 10.1590/s0100-40422007000700047

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Inserção C-H de carbenóides de ródio em água e reutilização do catalisador

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

A five-session laboratory experiment is described for the synthesis of a beta-lactam via Rh(II) catalysed intramolecular C-H insertion of a alpha-diazo-alpha-ethoxycarbonylacetamide. The metallo-carbene, responsible for the C-H bond activation, was generated from the diazo substrate and the catalyst Rh2(OAc)4. The high stability and solubility of the catalyst and the exclusive C-H insertion of the Rh-carbene allows the synthesis of this important heterocycle in water and the catalyst reutilization.