443361-07-7Relevant academic research and scientific papers
Synthesis of substituted indole from 2-aminobenzaldehyde through [1,2]-aryl shift
Levesque, Patrick,Fournier, Pierre-Andre
supporting information; experimental part, p. 7033 - 7036 (2010/11/18)
A mild, efficient, and simple method for the synthesis of 3-ethoxycarbonylindoles has been developed. Addition of ethyl diazoacetate (EDA) to 2-aminobenzaldehydes cleanly affords the indole core. As opposed to other common approaches for the synthesis of indole, this method displays both excellent functional group tolerance and perfect regiochemical control. This allowed the synthesis of a variety of useful indole building blocks from 2-aminobenzaldehydes derived from readily available anthranilic acids.
The first synthesis of 2-amino-1,4-dihydroquinolines
Viault, Guillaume,Grée, Danielle,Roisnel, Thierry,Chandrasekhar, Srivari,Grée, René
experimental part, p. 10149 - 10154 (2010/02/27)
A versatile strategy is described for the synthesis of new 2-amino-1,4-dihydroquinolines. It involved a Knoevenagel condensation of N-protected-2-amino-5-bromobenzaldehyde with ethylcyanoacetate, followed by a cyclization and protection of the NH group to
Cyclization reactions of N-acryloyl-2-aminobenzaldehyde derivatives: formal total synthesis of martinellic acid
He, Yong,Mahmud, Hossen,Moningka, Remond,Lovely, Carl J.,Dias, H.V. Rasika
, p. 8755 - 8769 (2007/10/03)
N-Alkyl acryloylamides derived from o-aminobenzaldehyde derivatives react with N-alkyl glycine derivatives to provide cis-fused pyrrole[3,2-c]quinolones in moderate yield and high diastereoselectivity. These same substrates engage in a tandem Michael-Mann
An intramolecular cycloaddition approach to pyrrolo[3,2-c]quinolones
He, Yong,Mahmud, Hossen,Wayland, Brian R,Dias, H.V.Rasika,Lovely, Carl J
, p. 1171 - 1174 (2007/10/03)
An approach to pyrrolo[3,2-c]quinolones is described which relies on an intramolecular azomethine ylide alkene cycloaddition reaction. Critical to the success of this reaction was the requirement for alkylation of the aniline nitrogen, in the absence of t
