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분자활성 촉매반응 연구단
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Site-Selective C-H Acylation of Pyridinium Derivatives by Photoredox Catalysis

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Title
Site-Selective C-H Acylation of Pyridinium Derivatives by Photoredox Catalysis
Author(s)
Sungwoo Jung; Hyeonyeong Lee; Yonghoon Moon; Hoi-Yun Jung; Sungwoo Hong
Publication Date
2019-09
Journal
ACS CATALYSIS, v.9, no.11, pp.9891 - 9896
Publisher
AMER CHEMICAL SOC
Abstract
© 2019 American Chemical Society.A strategy for visible-light-induced site-selective C-H acylation of pyridinium salts was developed by employing N-methoxy- or N-aminopyridinium salts, offering a powerful synthetic tool for accessing highly valuable C2- and C4-acylated pyridines. The methoxy or amidyl radicals photocatalytically generated from the pyridinium salts can undergo hydrogen atom abstraction from readily available aldehydes to form acyl radicals, which can engage in addition to pyridinium substrates. Remarkably, the use of N-methoxypyridinium salts preferentially gives the C2-acylated pyridines, and the site selectivity can be switched from C2 to C4 by using N-aminopyridinium salts. The utility of this transformation was further demonstrated by the late-stage functionalization of complex biorelevant molecules and by application of acyl radicals to photocatalytic radical cascades
URI
https://pr.ibs.re.kr/handle/8788114/6432
ISSN
2155-5435
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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