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

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

Key words

Fe(acac)₃ - tris(acetylacetonato) iron(III) - hydrogen atom transfer - radical transformations - cross-couplings - synthetic chemistry - catalysis

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