Abstract
Quinone diazides are a class of diazo compounds, having a planar six-membered ring system
with diazo, carbonyl, and alkene groups in conjugation. It has been used in optical, electronic, and polymer
materials. In the last few years, these diazo compounds explored various rearrangements reactions
and insertion reactions via the formation of metallo-carbenoids. Recently, it has been used to incorporate
phenol moieties into hydrocarbons or arene/heteroarenes systems via transition metalcatalyzed
C-H bond activation. The reactions proceed via C-H bond insertion or migratory insertion of
metal-carbenes. In many cases, the site-selectivities were obtained by the guidance of various directing
groups (removable or non-removable). At the same time, several asymmetric approaches were also
studied to incorporate phenol derivatives to arenes/heteroarenes furnishing compounds showing axial
chirality with high stereoselectivity. This review will mainly focus on directed regioselective arylation
with quinone diazides under transition metal catalysis through C-H bond activation.
Keywords:
C-H bond activation, quinone diazides, carbene, arylation, transition metal, spiroannulation, asymmetric arylation.
Graphical Abstract
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