Halonium Catalysis: An Underutilized and Underexplored Catalytic Concept in Olefin Functionalizations

Nathan R. Gembreska; Alexander K. Vogel; Elizabeth C. Ziegelmeyer; Eric Cheng; Fan Wu; Leo P. Roberts; Megan M. Vesoulis; Wei Li

doi:10.1055/a-1277-8669

Synlett, Table of Contents

Synlett 2021; 32(06): 539-544
DOI: 10.1055/a-1277-8669

synpacts

Halonium Catalysis: An Underutilized and Underexplored Catalytic Concept in Olefin Functionalizations

Nathan R. Gembreska

,

Alexander K. Vogel

,

Elizabeth C. Ziegelmeyer

,

Eric Cheng

,

Fan Wu

,

Leo P. Roberts

,

Megan M. Vesoulis

,

Wei Li ∗

Department of Chemistry and Biochemistry, School of Green Chemistry and Engineering, The University of Toledo, 2801 West Bancroft Street, Toledo, Ohio 43606, USA Email: Wei.Li@utoledo.edu

› Author Affiliations

Abstract

All articles of this category

We dedicate this work to the memory of Professor Kilian Muñiz

Abstract

Iodonium catalysis is described here to accomplish an intermolecular olefin oxyamination reaction. Urea is used as the O- and N-source to add across both activated and unactivated alkenes in a regioselective manner. Mechanistic studies confirm the presence of an iodonium intermediate.

1 Introduction

2 Hypothesis

3 Optimizations and Scope

4 Mechanistic Probes

5 Future Outlook

Key words

iodonium catalysis - olefin oxyamination - regioselective - N-heterocycles - oxazolines - aminooxygenation

Full Text

References

References and Notes

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