Mechanism and Synthesis Potentialities of the Cyclization of vic-(Alkynyl)arenediazonium Salts
L. G. FEDENOK,В В I. I. BARABANOV,В В N. A. ZOLNIKOVA,В В V. S. BASHUROVA andВ В 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
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