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I2/CAN as a Mild and Efficient Reagent for Oxidative Csp3-Csp2 Cleavage of 3,3-Bis-7-azaindolylmethane: A Rapid One-Pot Access to 3-Formyl and 3-Iodo-7-azaindoles

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(2024)

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Abstract
The combination of I-2/CAN has emerged as a mild and powerful reagent for the oxidative Csp(3)-Csp(2) cleavage of 3,3'-bis-7-azaindolylmethane to provide a quantitative combined yield of 3-formyl and 3-iodo-7-azaindole in a one-pot reaction at RT. A plausible mechanism and characterization, including XRD, has been described. The synthetic transformations of title compounds were explored by reduction, Click, reductive amination, and Suzuki coupling reaction.
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Key words
3-Iodo-7-azaindole,Reaction time,Synthetic methods,One-pot synthesis
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