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One-step formation of dihydrofuranoindoline cores promoted by a hypervalent iodine reagent
1Laboratoire de Méthodologie et Synthèse de Produits Naturels, Université du Québec à Montréal, C.P. 8888, Succ. Centre-Ville, Montréal, H3C 3P8, Québec, Canada. canesi.sylvain@uqam.ca.
Organic & Biomolecular Chemistry
|April 14, 2017
Abstract:
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.