309927-65-9Relevant academic research and scientific papers
Intramolecular Palladium-Catalyzed Oxidative Amination of Furans: Synthesis of Functionalized Indoles
Makarov, Anton S.,Uchuskin, Maxim G.,Gevorgyan, Vladimir
, p. 14010 - 14021 (2018/11/23)
Unconventional modification of palladium-catalyzed oxidative amination where a furan ring serves as a masked olefin is described. The designed chemical process provides 2-(2-acylvinyl)indole derivatives with up to a 93% yield and excellent E-selectivity. A highly reactive α,β-unsaturated carbonyl moiety of the obtained compounds allows for accessing various heteroaromatic scaffolds through simple synthetic procedures.
Oxidative Furan-to-Indole Rearrangement. Synthesis of 2-(2-Acylvinyl)indoles and Flinderole C Analogues
Makarov, Anton S.,Merkushev, Anton A.,Uchuskin, Maxim G.,Trushkov, Igor V.
supporting information, p. 2192 - 2195 (2016/06/01)
Oxidative rearrangement of 2-(2-aminobenzyl)furans affording 2-(2-acylvinyl)indoles in a stereocontrolled manner in good-to-excellent yields has been developed. Thus, (2-aminobenzyl)furans with electron-releasing alkoxy substituents in the phenyl group fo
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.
