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

Dalton Transactions Pub Date: 2021-01-22 DOI: 10.1039/D0DT04373G

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
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