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Difluoroalkylation of tertiary amides and lactams by an iridium-catalyzed reductive reformatsky reaction

Abstract:

An iridium-catalyzed, reductive alkylation of abundant tertiary lactams and amides using 1-2 mol % of Vaska's complex (IrCl(CO)(PPh3)2), tetramethyldisiloxane (TMDS), and difluoro-Reformatsky reagents (BrZnCF2R) for the general synthesis of medicinally relevant α-difluoroalkylated tertiary amines is described. A broad scope (46 examples), including N-aryl- and N-heteroaryl-substitu...

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Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/acs.orglett.2c00438

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Role:
Author
ORCID:
0000-0002-5695-3500
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Role:
Author
ORCID:
0000-0002-2039-4321
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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Role:
Author
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Name:
European Commission
Grant:
892540
Publisher:
ACS Publications
Journal:
Organic Letters More from this journal
Volume:
24
Issue:
10
Pages:
2002–2007
Publication date:
2022-03-08
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
Pmid:
35258311
Language:
English
Keywords:
Pubs id:
1243139
Local pid:
pubs:1243139
Deposit date:
2022-03-16

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