Multicomponent Reactions Involving Diazo Reagents: A 5-Year Update

This review summarizes recent developments in multicomponent reactions of diazo compounds. The role of diazo reagent and the type of interaction between components was analyzed to structure the discussion. In contrast to previous reviews on related topics mostly focused on metal catalyzed transformations, a substantial amount of organocatalytic or catalyst-free methodologies is covered in this work.

Facile One-Pot Access to α-Diazo-β-ketosulfones from Sulfonyl Chlorides and α-Haloketones

A convenient one-pot approach to the preparation of α-diazo-β-ketosulfones from sulfonyl chlorides is described. It involves the conversion of the sulfonyl chloride to sodium sulfinate, alkylation of the latter with α-haloketones followed by diazo transfer using the ‘sulfonyl-azide-free’ (‘SAFE’) protocol in aqueous medium. The simple and expedient method relies on readily available starting materials and provides facile access to a wide variety of valuable diazo reagents for organic synthesis.

Iron catalysts with N-ligands for carbene transfer of diazo reagents

This review provides an overview of the catalytic activity of iron complexes of nitrogen ligands in driving carbene transfers towards CC, C–H and X–H bonds. The reactivity of diazo reagents is discussed as well as the proposed reaction mechanisms.

Rhodium-catalyzed coupling of arenes and fluorinated α-diazo diketones: synthesis of chromones

Rh(iii)-Catalyzed synthesis of chromones using arenes and fluorinated diazo reagents via C–H activation, carbene insertion, and uncatalyzed intramolecular nucleophilic aromatic substitution.