N-Heterocyclic Carbene/Magnesium Co-catalyzed Radical Relay Assembly of Aliphatic Keto-nitriles

30 September 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

An N-heterocyclic carbene and magnesium co-catalyzed three-component alkylacylation of alkenes with cycloketone oxime esters and aldehydes was presented. This method displayed good scope generality, providing a transition metal and photo-redox free pathway to access various multi-functionalized aliphatic keto-nitrile structures under mild reaction conditions. Moreover, this strategy is supposed to follow a radical relay mechanism via a single electron transfer (SET) event of Mg/oxime ester/Breslow intermediate ternary electron donating acceptor (EDA) complex.

Keywords

N-heterocyclic carbene catalysis
cooperative catalysis
electron donating acceptor complex
radical relay
aliphatic keto-nitrile
olefin dicarbofunctionalization

Supplementary materials

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SI0929
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manuscript 0929 NHC-Mg cocatalyzed radical relay
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