34531-15-2Relevant academic research and scientific papers
New reductive rearrangement of: N-arylindoles triggered by the grubbs-stoltz reagent et3sih/kotbu
Allison, Mark,Arokianathar, Jude N.,Dimitrova, Daniela,Kolodziejczak, Krystian,Leach, Stuart G.,Murphy, John A.,Parkinson, John A.,Poole, Darren L.,Smith, Andrew J.,Tuttle, Tell,Young, Allan
, p. 3719 - 3726 (2020)
N-Arylindoles are transformed into dihydroacridines in a new type of rearrangement, through heating with triethylsilane and potassium tert-butoxide. Studies indicate that the pathway involves (i) the formation of indole radical anions followed by fragmentation of the indole C2-N bond, and (ii) a ring-closing reaction that follows a potassium-ion dependent hydrogen atom transfer step. Unexpected behaviors of 'radical-trap' substrates prove very helpful in framing the proposed mechanism.
Synthesis and Conformation of Spiroacridans
Tritschler, Wolfgang,Sturm, Ernst,Kiesele, Herbert,Daltrozzo, Ewald
, p. 2703 - 2713 (2007/10/02)
Spiroacridans 4, 5 are easily obtained by condensation of diarylamines 1, 2 and cyclic ketones 3.NMR and UV spectroscopic investigations show that the 9-arylsubstituted spiroacridans 4d, e and 5d exist in a twisted (boat) conformation with a pseudoequator
