A diaryliodonium salt-based strategy enabled the first systematic synthesis of rarely accessible -alkoxyindolines. Mechanistic analyses suggested that the reaction likely involves reductive elimination of iodobenzene from iodaoxazepine via a four-membered transition state, followed by Meisenheimer rearrangement. Substrates with -carbamate protection afforded indole in a manner similar to that of the Ishikawa indole synthesis.
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