Issue 6, 2021

Iron-promoted dealkylative carbene aminocyclization of δ-arylamino-α-diazoesters

Abstract

Herein, we report a novel methodology to access N-aryl proline derivatives using amino-tethered α-diazoesters and cheap, readily available iron salts. Mechanistically, the aminocyclization reaction involves the initial formation of an iron-carbene complex followed by a nucleophilic attack of the aniline nitrogen atom to give an ammonium ylide intermediate, which finally undergoes the iron-promoted dealkylation.

Graphical abstract: Iron-promoted dealkylative carbene aminocyclization of δ-arylamino-α-diazoesters

Supplementary files

Article information

Article type
Paper
Submitted
24 Dec 2020
Accepted
21 Jan 2021
First published
22 Jan 2021

Dalton Trans., 2021,50, 2167-2176

Iron-promoted dealkylative carbene aminocyclization of δ-arylamino-α-diazoesters

D. Solé, A. Amenta, C. Campos and I. Fernández, Dalton Trans., 2021, 50, 2167 DOI: 10.1039/D0DT04373G

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