Abstract
The use of iron catalysis to enable reactions with diazo compounds has emerged as
a valuable tool to forge carbon–carbon or carbon–heteroatom bonds. While diazo compounds
are often encountered with toxic and expensive metal catalysts, such as Rh, Ru, Pd,
Ir, and Cu, a resurgence of Fe catalysis has been observed. This short review will
showcase and highlight the recent advances in iron-mediated reactions of diazo compounds.
1 Introduction
2 Insertion Reactions
2.1 Insertion into B–H Bonds
2.2 Insertion into Si–H Bonds
2.3 Insertion into N–H Bonds
2.4 Insertion into S–H bonds
3 Ylide Formation and Subsequent Reactions
3.1 Doyle–Kirmse Rearrangement
3.2 [1,2]-Stevens and Sommelet–Hauser Rearrangements
3.3 Olefination Reactions
3.4 Cycloaddition Reactions
3.5 gem-Difluoroalkenylation
4 Three-Component Reactions
5 Miscellaneous
6 Conclusion
Key words
iron - diazo compounds - carbenes - insertion - olefination - green chemistry
