5339-08-2Relevant academic research and scientific papers
N-substituted 1-aminoindoles from electrogenerated N-substituted 2- (ortho-nitrosophenyl)ethylamines
Frontana-Uribe,Moinet,Toupet
, p. 419 - 430 (2007/10/03)
An electrochemical methodology offering efficient access to N-alkyl- and N-aryl-substituted 1-aminoindoles has been developed. N-Substituted 2-(ortho- nitrosophenyl)ethylamines, electrogenerated in a 'redox' flow cell, undergo intramolecular cyclization to hydrocinnoline-type intermediates. Under slightly basic conditions, these undergo spontaneous ring-contraction to produce the N-substituted heterocycles in good yields. The reactions have been studied in slightly acidic and slightly basic aqueous alcoholic media.
