Fig. 1: Synthesis of prenylated and reverse-prenylated indoline scaffolds. | Nature Communications

Fig. 1: Synthesis of prenylated and reverse-prenylated indoline scaffolds.

From: Photoredox-catalyzed diastereoselective dearomative prenylation and reverse-prenylation of electron-deficient indole derivatives

Fig. 1

a Enzyme-catalyzed (reverse-)prenylation of complex molecules with isopentenyl pyrophosphate (IPP) or dimethylallyl pyrophosphate (DMAPP). b Representative naturally occurring prenylated and reverse-prenylated indoline products. c Previous work, transition metals-catalyzed allylic substituent reactions of electron-rich indoles. d This work, our designed strategy for the diastereoselective dearomative prenylation and reverse-prenylation of electron-deficient indoles via photocatalytic tandem Giese radical addition/Ireland–Claisen rearrangement. FG functional group, DG directing group, LG leaving group, PC photocatalyst, TMS trimethylsilyl.

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