Mechanism and Synthesis Potentialities of the Cyclization of vic-(Alkynyl)arenediazonium Salts
L. G. FEDENOK, I. I. BARABANOV, N. A. ZOLNIKOVA, V. S. BASHUROVA and G. A. BOGDANCHIKOV
Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences,
Ul. Institutskaya 3, Novosibirsk 630090 (Russia)
fedenok@kinetics.nsc.ru
Keywords: cyclization, mechanism, vic-(alkynyl)arenediazonium salts, Richter reaction, indazoles, cinnolines
Pages: 647–651
Abstract
Cyclization of vic-alkynyl-substituted diazonium salts in the series of anthraquinone, naphthoquinone and benzene was studied. Basing on experimental data and the results of quantum chemical calculations, a scheme of heterocyclization mechanism was proposed for vic-(alkynyl)arenediazonium salts. The scheme proposed is fundamentally different from the generally accepted scheme of the Richter reaction mechanism.
UDC 621.926.47
|
