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Rh(III)-Catalyzed directed C–H carbenoid coupling reveals aromatic bisphosphonates inhibiting metallo- and Serine-β-lactamases

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Abstract

We report the highly efficient and scalable Rh(III)-catalyzed C–H coupling of arenes with diazo-methylene-diphosphonates to give structurally diverse aromatic bisphosphonates in good to excellent yields. These bisphosphonates are one of the very few classes of inhibitors acting against the mechanistically distinct metallo-β-lactamases and serine-β-lactamases and thus represent good starting points for the development of broad spectrum β-lactamase inhibitors.

Graphical abstract: Rh(iii)-Catalyzed directed C–H carbenoid coupling reveals aromatic bisphosphonates inhibiting metallo- and Serine-β-lactamases

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Publication details

The article was received on 09 Jan 2018, accepted on 31 Jan 2018 and first published on 01 Feb 2018


Article type: Research Article
DOI: 10.1039/C8QO00009C
Citation: Org. Chem. Front., 2018, Advance Article
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    Rh(III)-Catalyzed directed C–H carbenoid coupling reveals aromatic bisphosphonates inhibiting metallo- and Serine-β-lactamases

    C. Zhang, Y. Pu, Z. Yu, C. Wu, J. Brem, M. A. McDonough, C. J. Schofield, G. Li and Y. Wu, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00009C

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