309927-66-0Relevant academic research and scientific papers
Broensted acid-catalyzed one-pot synthesis of indoles from o-aminobenzyl alcohols and furans
Kuznetsov, Alexey,Makarov, Anton,Rubtsov, Aleksandr E.,Butin, Alexander V.,Gevorgyan, Vladimir
, p. 12144 - 12153 (2014/01/06)
Broensted 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.
Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction
Butin, Alexander V.,Smirnov, Sergey K.,Stroganova, Tatyana A.,Bender, Wolfgang,Krapivin, Gennady D.
, p. 474 - 491 (2007/10/03)
A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus.
Furan ring opening - Indole ring closure: A new modification of the Reissert reaction for indole synthesis
Butin, Alexander V.,Stroganova, Tat'yana A.,Lodina, Irina V.,Krapivin, Gennady D.
, p. 2031 - 2033 (2007/10/03)
A new modification of the Reissert reaction is reported. On treatment of 2-tosylaminobenzylfurans with ethanolic HCl, some indole derivatives have been obtained. The furan ring served as the origin of a carbonyl group in this reaction.
