The Power of Iron Catalysis in Diazo Chemistry
Thierry Ollevier, Virginie Carreras, Nour Tanbouza
Abstract
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