Issue 89, 2022

Synthesis and reactivity of 1-sulfonylcyclooctatriazoles


Strained eight-membered cyclic alkynes undergo rapid inverse electron demand cycloaddition with sulfonyl azides to give the corresponding 1-sulfonylcyclooctatriazoles in excellent yield. Treatment of these sulfonyltriazoles with a chiral rhodium(II) carboxylate catalyst prompted transannular C–H bond insertion in good yield and with excellent ee, or 1,2-H shift.

Graphical abstract: Synthesis and reactivity of 1-sulfonylcyclooctatriazoles

Supplementary files

Article information

Article type
30 Jun 2022
09 Oct 2022
First published
11 Oct 2022
This article is Open Access
Creative Commons BY license

Chem. Commun., 2022,58, 12495-12498

Synthesis and reactivity of 1-sulfonylcyclooctatriazoles

M. B. Williams, R. J. Wells and A. Boyer, Chem. Commun., 2022, 58, 12495 DOI: 10.1039/D2CC03648G

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

Read more about how to correctly acknowledge RSC content.

Social activity