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Heterobiaryl synthesis by contractive C-C coupling via P(V) intermediates

Abstract:

Heterobiaryls composed of pyridine and diazine rings are key components of pharmaceuticals and are often central to pharmacological function. We present an alternative approach to metal-catalyzed cross-coupling to make heterobiaryls using contractive phosphorus C–C couplings, also termed phosphorus ligand coupling reactions. The process starts by regioselective phosphorus substitution of the C–H bonds para to nitrogen in two successive heterocycles; ligand coupling is then triggered via acidi...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1126/science.aas8961

Authors


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Role:
Author
ORCID:
0000-0001-5734-3547
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Role:
Author
ORCID:
0000-0002-9360-2179
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Role:
Author
ORCID:
0000-0002-0769-7168
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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
Publisher:
American Association for the Advancement of Science
Journal:
Science More from this journal
Volume:
362
Issue:
6416
Pages:
799-804
Publication date:
2018-11-16
Acceptance date:
2018-09-25
DOI:
EISSN:
1095-9203
ISSN:
0036-8075
Pmid:
30442804
Language:
English
Pubs id:
pubs:943986
UUID:
uuid:7acd2824-ee4c-43ab-8a50-bb9989a6f665
Local pid:
pubs:943986
Source identifiers:
943986
Deposit date:
2018-12-28

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