1401404-45-2Relevant articles and documents
Unexpected cyclization of 2-(2-aminophenyl)indoles with nitroalkenes to furnish indolo[3,2-: C] quinolines
Aksenov, Alexander V.,Aksenov, Dmitrii A.,Griaznov, Georgii D.,Aksenov, Nicolai A.,Voskressensky, Leonid G.,Rubin, Michael
, p. 4325 - 4332 (2018)
The polyphosphoric acid-mediated reaction of 2-(2-aminophenyl)indenes with nitroalkenes was tested in the frame of synthetic studies towards CDK inhibitors with the paullone core. Unexpectedly, this reaction proceeded via a different mechanistic pathway affording derivatives of the natural alkaloid isocryptolepine. The scope of this unusual transformation was investigated and a mechanistic rationale explaining this outcome is offered.
Tunable synthesis of indolo[3,2- c]quinolines or 3-(2-Aminophenyl)Quinolines via aerobic/anaerobic dimerization of 2-alkynylanilines
Jia, Ruixue,Li, Bin,Liang, Rong,Zhang, Xinying,Fan, Xuesen
supporting information, p. 4996 - 5001 (2019/07/03)
In this paper, an unprecedented selective synthesis of indolo[3,2-c]quinoline or 3-(2-aminophenyl)quinoline derivatives through Rh(III)-catalyzed stepwise dimerization of 2-alkynylanilines under aerobic or anaerobic conditions is presented. Notably, hexafluoroisopropanol is found to be a crucial solvent and promoter for the success of these reactions. In addition, the utility of the products thus obtained was showcased by their facile transformations into the pharmaceutically and photophysically significant naphthyridine derivatives.