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Oxidative β-C–H sulfonylation of cyclic amines

Abstract:
A transition metal-free strategy for the dehydrogenative β-sulfonylation of tertiary cyclic amines is described. N-iodosuccinimide facilitates regioselective oxidative sulfonylation at C–H bonds positioned β to the nitrogen atom of tertiary amines, installing enaminyl sulfone functionality in cyclic systems. Mild reaction conditions, broad functional group tolerance and a wide substrate scope are demonstrated. The nucleophilic character of the enaminyl sulfone is harnessed, demonstrating potential application for scaffold diversification
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1039/C7SC04900E

Authors


More by this author
Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
Lincoln College
Role:
Author
ORCID:
0000-0002-0636-6471


More from this funder
Grant:
viathe GSK/UniversityofStrathclydeCentreforDoctoralTrainingin Synthetic
MedicinalChemistry


Publisher:
Royal Society of Chemistry
Journal:
Chemical Science More from this journal
Volume:
9
Issue:
8
Pages:
2295-2300
Publication date:
2018-01-22
Acceptance date:
2018-01-19
DOI:
ISSN:
2041-6539


Pubs id:
pubs:820960
UUID:
uuid:7428f825-eb53-4e9d-ac94-2e4ffb462776
Local pid:
pubs:820960
Source identifiers:
820960
Deposit date:
2018-01-22

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