Electrochemical quinuclidine-mediated Minisci-type acylation of N-heterocycles with aldehydes

The electro-generation of acyl radicals from both aromatic and aliphatic aldehydes remains an unmet challenge. We provide a solution to this challenge by merging electro-oxidation and a quinuclidine-mediated hydrogen atom transfer strategy. The generation of acyl radicals at decreased applied potent...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) Vol. 60; no. 48; pp. 6174 - 6177
Main Authors: Li, Yongmei, Sun, Liangbo, Huang, Shengyang, Xu, Kun, Zeng, Cheng-Chu
Format: Journal Article
Language:English
Published: CAMBRIDGE Royal Soc Chemistry 11.06.2024
Subjects:
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ISSN:1359-7345, 1364-548X, 1364-548X
Online Access:Get more information
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Summary:The electro-generation of acyl radicals from both aromatic and aliphatic aldehydes remains an unmet challenge. We provide a solution to this challenge by merging electro-oxidation and a quinuclidine-mediated hydrogen atom transfer strategy. The generation of acyl radicals at decreased applied potentials compared to that of formyl oxidation exhibits excellent functional group compatibility. The electro-generation of acyl radicals from both aromatic and aliphatic aldehydes is a synthetic challenge. We addressed this challenge by merging electro-oxidation and a quinuclidine-mediated HAT strategy.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc00800f