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Journal article

Selective halogenation of pyridines using designed phosphine reagents

Abstract:

Halopyridines are key building blocks for synthesizing pharmaceuticals, agrochemicals, and ligands for metal complexes, but strategies to selectively halogenate pyridine C–H precursors are lacking. We designed a set of heterocyclic phosphines that are installed at the 4-position of pyridines as phosphonium salts and then displaced with halide nucleophiles. A broad range of unactivated pyridines can be halogenated, and the method is viable for late-stage halogenation of complex pharmaceuticals...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/jacs.0c04674

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
St Hilda's College
Role:
Author
ORCID:
0000-0002-0104-4166
More by this author
Role:
Author
ORCID:
0000-0002-8651-1631
Publisher:
American Chemical Society Publisher's website
Journal:
Journal of the American Chemical Society Journal website
Volume:
142
Issue:
25
Pages:
11295-11305
Publication date:
2020-05-29
Acceptance date:
2020-05-29
DOI:
EISSN:
1520-5126
ISSN:
0002-7863
Pmid:
32469220
Language:
English
Keywords:
Pubs id:
1109788
Local pid:
pubs:1109788
Deposit date:
2020-07-30

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