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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.
Publication status:
Published
Peer review status:
Peer reviewed
Version:
Accepted Manuscript

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Publisher copy:
10.1039/C8QO00009C

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Institution:
University of Oxford
Division:
MPLS Division
Department:
Chemistry; Organic Chemistry
Role:
Author
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Wellcome Trust More from this funder
Medical Research Council More from this funder
Publisher:
Royal Society of Chemistry Publisher's website
Journal:
Organic Chemistry Frontiers Journal website
Volume:
5
Issue:
8
Pages:
1288-1292
Publication date:
2018-02-01
Acceptance date:
2018-01-13
DOI:
EISSN:
2052-4129
ISSN:
2052-4110
Pubs id:
pubs:823133
URN:
uri:70a19b91-9f3b-4826-9004-61fc15e53409
UUID:
uuid:70a19b91-9f3b-4826-9004-61fc15e53409
Local pid:
pubs:823133

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