A red-light-mediated nPr-DMQA+-catalyzed
cascade intramolecular trifluoromethylation and dearomatization of
indole derivatives with Umemoto’s reagent has been developed.
This protocol provides a facile and efficient approach for the construction
of functionalized and potentially biologically important CF3-containing 3,3-spirocyclic indolines with moderate to high yields
and excellent diastereoselectivities under mild conditions. The success
of multiple gram-scale (1 and 10 g) experiments further highlights
the robustness and practicality of this protocol and the merit of
the employment of red light. Mechanistic studies support the formation
of a crucial CF3 radical species and a dearomatized benzyl
carbocation intermediate.
A red-light-mediated [3+2] annulation of cyclopropylamines with akenes or alkynes in the presence of nPr-DMQA+ has been reported. An array of cyclopentane or cyclopentene derivatives with diverse functional groups have been obtained in moderate to excellent yields under mild conditions.
A red-light-mediated [3+2] annulation of cyclopropylamines with akenes or alkynes in the presence of nPr-DMQA+ has been reported. An array of cyclopentane or cyclopentene derivatives with diverse functional groups have been obtained in moderate to excellent yields under mild conditions
A red-light-mediated [3+2] annulation of cyclopropylamines with akenes or alkynes in the presence of nPr-DMQA+ has been reported. An array of cyclopentane or cyclopentene derivatives with diverse functional groups have been obtained in moderate to excellent yields under mild conditions
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