Michigan Publishing, Arkivoc, 5(2004), p. 181-195, 2004
DOI: 10.3998/ark.5550190.0005.517
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In honor of Professor Vincenzo Tortorella on the occasion of his "Fuori Ruolo" status (received 14 Dec 03; accepted 02 Mar 04; published on the web Abstract A new synthetic procedure for obtaining 2H-pyrrolo[3,4-c]quinolines is reported. The synthetic pathway utilizes TosMIC reaction to prepare appropriate nitroarylpyrrylcarboxylic esters, which on treatment with Fe-AcOH undergo reduction of nitro group with concomitant intramolecular cyclization to give title derivatives. The procedure proved general and more profitable than those previously reported in the literature. The synthesis of still unknown parent compound 4 via TosMIC is described. 2H-Pyrrolo[3,4-c]quinolines substituted at 1 and 3 positions have been obtained by making use of methyl-TosMIC.