Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 10, Issue 16, Pages 4100-4104Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d3qo00879g
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A direct and efficient method for the synthesis of 3-chloro-2-formylindoles using SO2ClF is reported. This tandem system involves electrophilic chlorination, deprotonation, nucleophilic addition, and oxidation. Under mild conditions, various 2-methylindoles can be successfully transformed into 2,3-difunctionalized indoles in good yields.
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 resulting enamine intermediate, and subsequent oxidation. Various readily available 2-methylindoles were applicable to this protocol under mild conditions, furnishing 2,3-difunctionalized indoles in good to high yields.
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