Issue 5, 2017

Carbodiimide insertion into sulfonimides: one-step route to azepine derivatives via a two-atom saccharin ring expansion

Abstract

A previously unknown insertion of carbodiimides into sulfonimides enables the first one-step, two-atom expansion of the saccharin 5-membered ring into a 7-membered benzo[1,2,4]thiadiazepine, and a two-atom chain extension of a non-cyclic sulfonimide. This reaction is enhanced by copper salts, which allow it to be conducted mechanochemically, in a solvent-free manner.

Graphical abstract: Carbodiimide insertion into sulfonimides: one-step route to azepine derivatives via a two-atom saccharin ring expansion

Supplementary files

Article information

Article type
Communication
Submitted
08 sept. 2016
Accepted
15 déc. 2016
First published
15 déc. 2016

Chem. Commun., 2017,53, 901-904

Carbodiimide insertion into sulfonimides: one-step route to azepine derivatives via a two-atom saccharin ring expansion

D. Tan and T. Friščić, Chem. Commun., 2017, 53, 901 DOI: 10.1039/C6CC07331J

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