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Pyrrole is a heterocyclic aromatic organic compound. The book is devoted to the latest achievements of the chemistry of pyrrole, a fundamental structural unit with vitally important molecular systems (chlorophyll and hemoglobin), natural hormones, antibiotics, pigments, and pheromones. The book provides condensed, clear-cut information on novel syntheses of substituted pyrroles as key structural units of living matter (chlorophyll and hemoglobin), pharmaceuticals, and monomers for optoelectronic materials.
Boris A. Trofimov, Al'bina I. Mikhaleva, Elena Yu Schmidt, Lyubov N. Sobenina
Introduction. Synthesis of Pyrroles and N-Vinylpyrroles by the Reaction of Ketones (Ketoximes) with Acetylenes. Heterocyclization of ketoximes with acetylene. Regioselectivity of the reaction. Substituted acetylenes in reactions with ketoximes. Vinyl halogenides and dihalogenethanes as synthetic equivalents of acetylene . Intermediate stages and side reactions. --Carbolines from 3-acylindoles and acetylene. Reaction of ketoximes with acetylene in the presence of ketones. One-pot assembly of 4-methylen-3-oxa-1-azabicyclo[3.1.0]hexanes. Transformations of aldoximes in the systems MOH/DMSO and MOH/DMSO/acetylene. Mechanism of pyrrole synthesis from ketoximes and acetylene. Novel Aspects of NH- and N-Vinylpyrroles Reactivity. Reaction with the participation of the pyrrole ring. Reactions with participation of the vinyl group. Conclusions. References. Index.
