N-Heterocyclic carbene catalyzed radical coupling of aldehydes with redox-active esters

N-Heterocyclic carbene catalyzed radical coupling of aldehydes with redox-active esters

N-Heterocyclic carbene catalyzed radical reactions are challenging and underdeveloped. In a recent study, Ohmiya, Nagao and co-workers found that aldehyde carbonyl carbon centers can be coupled with alkyl radicals under NHC catalysis. An elegant aspect of this study is the use of a redox-active carb...

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Bibliographic Details
Main Authors: Song, Runjiang, Chi, Robin Yonggui
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
Subjects:
Science::Chemistry::Organic chemistry
Ketones
N-Heterocyclic Carbenes
Online Access:https://hdl.handle.net/10356/137893
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Institution: Nanyang Technological University
Language: English
Description
Summary:N-Heterocyclic carbene catalyzed radical reactions are challenging and underdeveloped. In a recent study, Ohmiya, Nagao and co-workers found that aldehyde carbonyl carbon centers can be coupled with alkyl radicals under NHC catalysis. An elegant aspect of this study is the use of a redox-active carboxylic ester that behaves as an single-electron oxidant to convert the Breslow intermediate into a radical adduct and concurrently release an alkyl radical intermediate as a reaction partner.

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