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

Author

Chengyong Wu, Zhu-Jun Yu, Jürgen Brem, Yan-chi Pu, Yong Wu, Guo-Bo Li, Michael A. McDonough, Chen Zhang, and Christopher J. Schofield

Subjects
Coupling (electronics), Serine, Broad spectrum, 010405 organic chemistry, Chemistry, Stereochemistry, β lactamases, Organic Chemistry, 010402 general chemistry, 01 natural sciences, Carbenoid, 0104 chemical sciences, Catalysis
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.

Published
2018

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