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Issue 5, 2017
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Carbodiimide insertion into sulfonimides: one-step route to azepine derivatives via a two-atom saccharin ring expansion

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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

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Publication details

The article was received on 08 Sep 2016, accepted on 15 Dec 2016 and first published on 15 Dec 2016


Article type: Communication
DOI: 10.1039/C6CC07331J
Citation: Chem. Commun., 2017,53, 901-904
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    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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