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
07 ذو الحجة 1437
Accepted
16 ربيع الأول 1438
First published
16 ربيع الأول 1438

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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