An
Ir(I)/squaramide cooperative catalytic strategy for atroposelective
synthesis of axially chiral aryltriazoles has been developed for the
first time. Diverse structurally novel aryltriazole skeletons that
cannot be accessed by traditional click reactions were synthesized
in good yields with excellent enantioselectivity. Both enantiomers
were easily obtained from a pair of diastereoisomeric natural quinidine-
and quinine-derived squaramides. A significant Ir(I)/squaramide coordination
activation, but no self-quenching phenomenon was observed in this
metal/organo cooperative catalytic system.
The synthesis of benzofurans from readily accessible sulfur ylides and ortho‐hydroxy aryl alkynes is reported. The transformation proceeds through an isomerization/nucleophilic addition/cyclization/aromatization cascade. The substrate scope is very general with respect to both reactants and the products are afforded in 43–94% yield under conditions which are catalyst‐free and additive‐free.
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