4.7 Article

Bronsted Acid-Catalyzed One-Pot Synthesis of Indoles from o-Aminobenzyl Alcohols and Furans

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JOURNAL OF ORGANIC CHEMISTRY
卷 78, 期 23, 页码 12144-12153

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AMER CHEMICAL SOC
DOI: 10.1021/jo402132p

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  1. National Institutes of Health [GM-64444]
  2. Ministry of Education of the Perm Krai

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Bronsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans has been developed. This method operates via the in situ formation of aminobenzylfuran, followed by its recyclization into the indole core. The method proved to be efficient for substrates possessing different functional groups, including -OMe, -CO2Cy, and -Br. The resulting indoles can easily be transformed into diverse scaffolds, including 2,3- and 1,2-fused indoles, and indoles possessing an alpha,beta-unsaturated ketone moiety at the C-2 position.

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