Issue 8, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
09 Jan 2018
Accepted
31 Jan 2018
First published
01 Feb 2018

Org. Chem. Front., 2018,5, 1288-1292

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, 5, 1288 DOI: 10.1039/C8QO00009C

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