Issue 12, 2019

Metal-free aza-Claisen type ring expansion of vinyl aziridines: an expeditious synthesis of seven membered N-heterocycles

Abstract

A metal-free approach for the synthesis of 7-membered aza-heterocycles has been developed by the intermolecular [5 + 2] cycloaddition of non-activated vinylaziridines and alkynes. This method has a broad substrate scope under mild reaction conditions to afford structurally diverse 7-membered N-heterocycles in high yield up to 92%.

Graphical abstract: Metal-free aza-Claisen type ring expansion of vinyl aziridines: an expeditious synthesis of seven membered N-heterocycles

Supplementary files

Article information

Article type
Communication
Submitted
05 Dec 2018
Accepted
04 Jan 2019
First published
05 Jan 2019

Org. Biomol. Chem., 2019,17, 3093-3097

Metal-free aza-Claisen type ring expansion of vinyl aziridines: an expeditious synthesis of seven membered N-heterocycles

D. Singh and H. Ha, Org. Biomol. Chem., 2019, 17, 3093 DOI: 10.1039/C8OB03029D

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