Abstract:A strategy for photochemical oxidative cleavage of the aminomethylene group at the C2 position of indole was developed to synthesize C2-carbonyl indoles. The reaction was initiated by the photochemical oxidation of N1, followed by a water-assisted concerted H-shift by abstracting hydrogen from aminomethylene. Bromopyridine was discovered to play dual roles as an oxidant for the regeneration of photocatalysts and as an accelerant for the single-electron transfer process.
A direct and one-step method for the synthesis of 3-chloro-2-formylindoles with SO2ClF is reported. This tandem system consists of double electrophilic chlorination and deprotonation, nucleophilic addition of H2O to the...
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