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Heterocyclic Quinones in the Nenitzescu Reaction. Synthesis of Furo- and Pyrrolobenzothiazoles from 2-Methyl-4,7-dioxobenzothiazole
Authors:T I Mukhanova  L M Alekseeva  A S Shashkov  V G Granik
Institution:(1) Federal Unitary Enterprise, ldquoNIOPIKrdquo State Science Center, Moscow, 123995, Russia;(2) N. D. Zelinsky Organic Chemistry Institute, Russian Academy of Sciences, Moscow, 117913, Russia
Abstract:Treatment of the enamines of acetylacetone and benzoylacetone with 2-methyl-4,7-dioxobenzothiazole under Nenitzescu reaction conditions gave furo2,3-e]benzothiazoles (in acetic acid) and pyrrolo2,3-e]benzothiazoles (in nitromethane). Using enamines of acetoacetic ester gave exclusively pyrrolo2,3-e]benzothiazoles.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 252–258, February, 2005.
Keywords:benzothiazole  enamines  pyrrolo[2  3-e]benzothiazole  furo[2  3-e]benzothiazole  Nenitzescu reaction
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