Tandem C–N
bond formation for the oxidative annulation of
indolines with aziridines is accomplished employing the combination
of DDQ and NaOCl at ambient conditions. Optically active aziridine
can be coupled with high enantiomeric purity (>99% ee). The substrate
scope, stereocontrol with the enantioenriched substrate, and scale-up
are the important practical advantages.
Co-catalyzed stereospecific C−N and C−O bond formation of oxiranes with diaziridines has been accomplished to furnish tetrahydro-[1,3,4]-oxadiazines at room temperature. Optically active oxiranes can be coupled with high optical purities (>96% ee). Stereoselectivity, functional group tolerance, mechanistic studies using DFT, and natural product modification are the important practical features.
The efficient Bi-catalyzed 1,2-reactivity
of spirocyclopropyl oxindoles
has been disclosed with dithianediols as the sulfur surrogate to furnish
spiroheterocycles at moderate temperature. The procedure provides
a potential approach for the construction of spirotetrahydrothiophene
scaffolds with functional group diversity. The catalytic 1,2-reactivity
of cyclopropanes, mechanistic studies using density functional theory
studies, diastereoselectivity, and additive-free mild conditions are
the important practical features.
Stereospecific cascade CÀ N and CÀ O bonds formation of oxiranes with N-propargylamines is achieved to furnish functionalized dihydrooxazines by employing Zn/Ag relay catalysis.The reaction shows great functional group tolerance, and is practically scalable.
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