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Photocatalytic late-stage functionalization of sulfonamides via sulfonyl radical intermediates

Abstract:
A plethora of drug molecules and agrochemicals contain the sulfonamide functional group. However, sulfonamides are seldom viewed as synthetically useful functional groups. To confront this limitation, a late-stage functionalization strategy is described, which allows sulfonamides to be converted to pivotal sulfonyl radical intermediates. This methodology exploits a metal-free photocatalytic approach to access radical chemistry, which is harnessed by combining pharmaceutically relevant sulfonamides with an assortment of alkene fragments. Additionally, the sulfinate anion can be readily obtained, further broadening the options for sulfonamide functionalization. Mechanistic studies suggest that energy-transfer catalysis (EnT) is in operation.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1021/acscatal.2c01442

Authors



Publisher:
American Chemical Society
Journal:
ACS Catalysis More from this journal
Volume:
12
Issue:
10
Pages:
6060-6067
Publication date:
2022-05-06
Acceptance date:
2022-04-25
DOI:
EISSN:
2155-5435


Language:
English
Keywords:
Pubs id:
1253547
Local pid:
pubs:1253547
Deposit date:
2022-04-26

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