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Treatment of various substituted anilines containing a sulfonyl group in the presence of a hypervalent iodine reagent, a perfluorinated alcohol and furan promotes a formal dearomatizing [2 + 3] cycloaddition process, leading to a dihydrofuranoindoline core in useful yields. Thereafter, these functionalized systems can be used for further transformations, yielding potential key intermediates for the total synthesis of complex natural products.

Graphical abstract: One-step formation of dihydrofuranoindoline cores promoted by a hypervalent iodine reagent

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