CC BY-ND-NC 4.0 · Synthesis 2019; 51(01): 161-177
DOI: 10.1055/s-0037-1610393
short review
Copyright with the author

Tris(acetylacetonato) Iron(III): Recent Developments and Synthetic Applications

Dennis Lübken
a  Leibniz Universität Hannover, Institute of Organic Chemistry, Schneiderberg 1B, 30167 Hannover, Germany   Email: markus.kalesse@oci.uni-hannover.de
b  Leibniz Universität Hannover, Centre for Biomolecular Drug Research (BMWZ), Schneiderberg 38, 30167 Hannover, Germany
,
Marius Saxarra
a  Leibniz Universität Hannover, Institute of Organic Chemistry, Schneiderberg 1B, 30167 Hannover, Germany   Email: markus.kalesse@oci.uni-hannover.de
b  Leibniz Universität Hannover, Centre for Biomolecular Drug Research (BMWZ), Schneiderberg 38, 30167 Hannover, Germany
,
a  Leibniz Universität Hannover, Institute of Organic Chemistry, Schneiderberg 1B, 30167 Hannover, Germany   Email: markus.kalesse@oci.uni-hannover.de
b  Leibniz Universität Hannover, Centre for Biomolecular Drug Research (BMWZ), Schneiderberg 38, 30167 Hannover, Germany
c  Helmholtz Centre for Infection Research (HZI), Imhoffenstr. 7, 38124 Braunschweig, Germany
› Author Affiliations
Further Information

Publication History

Received: 30 October 2018

Accepted: 31 October 2018

Publication Date:
27 November 2018 (eFirst)

This paper is dedicated to Dr. Holger Butenschön (Leibniz Universität Hannover) on the occasion of his 65th birthday.

Published as part of the 50 Years SYNTHESIS – Golden Anniversary Issue

Abstract

Tris(acetylacetonato) iron(III) [Fe(acac)3] is an indispensable reagent in synthetic chemistry. Its applications range from hydrogen atom transfer to cross-coupling reactions and to use as a Lewis acid. Consequently, the exceptional utility of Fe(acac)3 has been demonstrated in several total syntheses. This short review summarizes the applications of Fe(acac)3 in methodology and catalysis and highlights its use for the synthesis of medicinally relevant structures and in natural product syntheses.

1 Introduction

2 Hydrogen Atom Transfer (HAT)

3 Oxidations and Radical Transformations

4 Synthesis and Use of Alkynes and Allenes

5 Cross-Couplings and Cycloisomerizations

6 Borylations

7 Miscellaneous Reactions

8 Conclusions

 
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