The
aromatization-driven redox-neutral cascade [1,5]-hydride transfer/spirocyclization
and cascade [1,5]-hydride transfer/hydrolysis from para-quinone methide in HFIP were developed. These protocols enabled
the synthesis of azaspirocyclohexadienones and ortho-benzylated anilines in good to high yields under mild conditions,
featuring room temperature, additive-free, and good functional group
tolerance.
Reported herein is the hydride transfer initiated redox-neutral cascade cyclizations of aurones, providing a variety of [6,5] spiro-heterocycles in satisfactory yields and good diastereoselectivities.
The
scandium-catalyzed redox-neutral cascade [1,5]-hydride transfer/cyclization
between C4-amine-substituted isatins and 1,3-dicarbonyl compounds
has been developed. This protocol enabled the synthesis of tricyclic
[3,4]-fused oxindoles in good to high yields and excellent diastereoselectivities,
featuring high atom- and step economy as well as good functional group
tolerance.
The hydride transfer enabled the first success of the regioselective dearomatization of indoles in the carbocyclic ring and the pyrrol ring, which was induced by ortho-quinone methides and vinylogous iminium...
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