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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Aryl/aryl diazoalkanes in rhodium(II)-catalyzed rearrangements of sulfur ylides

Lennard Kloene https://orcid.org/0000-0002-9587-9219 A , Sripati Jana A , Claire Empel A and Rene M. Koenigs https://orcid.org/0000-0003-0247-4384 A *
+ Author Affiliations
- Author Affiliations

A Institute of Organic Chemistry, RWTH Aachen, Aachen D52074, Germany.

* Correspondence to: rene.koenigs@rwth-aachen.de

Handling Editor: Curt Wentrup

Australian Journal of Chemistry 76(1) 25-29 https://doi.org/10.1071/CH22168
Submitted: 31 July 2022  Accepted: 13 September 2022   Published: 8 December 2022

© 2022 The Author(s) (or their employer(s)). Published by CSIRO Publishing.

Abstract

Sigmatropic rearrangement reactions are of prime interest in the construction of small complex molecules and find widespread application in drug discovery and natural product synthesis. Herein, we report on the application of aryl/aryl diazoalkanes in rhodium-catalyzed sigmatropic rearrangement reactions of allyl sulfides. Overall, a broad variety of different allyl sulfides and different aryl/aryl diazoalkanes were compatible and the desired products were obtained in high yield.

Keywords: [2,3]‐sigmatropic, aryl/aryl diazoalkanes, carbene, catalysis, diazoalkane, rearrangement, rhodium, ylides.


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