Brönsted Acid-Catalyzed One-Pot Synthesis of Indoles from o-Aminobenzyl Alcohols and Furans
Alexey Kuznetsov, Anton Makarov, Aleksandr E. Rubtsov, Alexander V. Butin* and Vladimir Gevorgyan*
*University of Illinois at Chicago, 845 West Taylor Street,
Chicago, Illinois 60607-7061, United States; Perm State University, 15 Bukireva
Street, Perm 614990, Russian Federation, Email: vlad
uic.edu,
alexander_butinmail.ru
A. Kutznetsov, A. Makarov, A. E. Rubtsov, A. V. Butin, V. Gevorgyan, J. Org. Chem., 2013, 78, 12144-12153.
DOI: 10.1021/jo402132p
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Abstract
A Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans via in situ formation of aminobenzylfuran followed by its recyclization into the indole core proved to be efficient for a wide range of substrates. The resulting indoles can easily be transformed into other scaffolds, including 2,3- and 1,2-fused indoles, and indoles possessing an α,β-unsaturated ketone moiety at the C-2 position.
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Key Words
ID: J42-Y2013
