TY - JOUR
T1 - Brönsted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans
AU - Kuznetsov, Alexey
AU - Makarov, Anton
AU - Rubtsov, Aleksandr E.
AU - Butin, Alexander V.
AU - Gevorgyan, Vladimir
PY - 2013/12/6
Y1 - 2013/12/6
N2 - Brönsted 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 α,β-unsaturated ketone moiety at the C-2 position.
AB - Brönsted 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 α,β-unsaturated ketone moiety at the C-2 position.
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U2 - 10.1021/jo402132p
DO - 10.1021/jo402132p
M3 - Article
C2 - 24255969
AN - SCOPUS:84890193863
SN - 0022-3263
VL - 78
SP - 12144
EP - 12153
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 23
ER -