Chemoselective γ‐Oxidation of β,γ‐Unsaturated Amides with TEMPO | Zendy

Heindl Sebastian | Zendy; Riomet Margaux | Zendy; Matyasovsky Ján | Zendy; Lemmerer Miran | Zendy; Malzer Nicolas | Zendy; Maulide Nuno | Zendy

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Chemoselective γ‐Oxidation of β,γ‐Unsaturated Amides with TEMPO

Author(s) -

Heindl Sebastian,

Riomet Margaux,

Matyasovsky Ján,

Lemmerer Miran,

Malzer Nicolas,

Maulide Nuno

Publication year - 2021

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.202104023

Subject(s) - regioselectivity , amide , electrophile , chemistry , organic chemistry , chemoselectivity , combinatorial chemistry , catalysis

A chemoselective and robust protocol for the γ‐oxidation of β,γ‐unsaturated amides is reported. In this method, electrophilic amide activation, in a rare application to unsaturated amides, enables a regioselective reaction with TEMPO resulting in the title products. Radical cyclisation reactions and oxidation of the synthesised products highlight the synthetic utility of the products obtained.

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