Abstract
The systematics of heterocycles, their place in organic chemistry, and their significance for theory and practice are discussed. Problems of the chemistry of heterocycles are discussed on the examples of systems with various types of conjugation and ring sizes. The focus is on the principles of synthesis of heterocycles, in particular, those based on acetylene, various C3 fragments, carbon disulfide, and maleic anhydride. Individual sections of the survey are devoted to the role of heterocycles in biosynthesis, as well as certain problems common to the chemistry of heterocycles, biochemistry, and macromolecular chemistry.
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The present survey represents a reworking of material on the major pressing problems of the chemistry of heterocyclic compounds, previously published by the author [1, 2]. † It should be mentioned that in this case a whole series of synthetic methods that are still important were used (chlorolysis, pyrolysis, photolysis, electrolysis, “relay” synthesis of intermediate products, and an auxiliary synthetic role of heteroatoms). Only here was the independence of the chemistry of carbon compounds from vis vitalis substantiated and accorded universal recognition (see the notes in [6, p. 199; 7, p. 156; 8, p. 7]). F. Wohler's student, H. Kolbe, also emphasized “that it is impossible to construct a boundary between organic and inorganic.” Each approach associated with the “chemistry of the organism” should have received its logical development in the biochemistry and molecular biology of our time: “Sciences as a whole, in the course of their development, have moved away from light and are being rejoined only by roundabout routes” (I, W. Goethe, in: Maximen und Reflexionen. Freiburg/Br. (1950), p. 115: originally quoted in the book Wilhelm Meisters Wanderjahre (1829) i.e., only a year after Wohler's discovery — a curious coincidence). The use of the term synthesis instead of the term artificial formation, a unique sort of metamorphosis, was long overdue; this concept was already coined in 1845 by H. Kolbe [4] and A. Hofmann [9]; however, in the modern sense this term was introduced and first comprehensively defined in 1860 by M. Berthelot [10] (see also [8, p. 8]).
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1443–1470, November, 1985.
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Schroth, W. Aspects and prospects of the chemistry of organic heterocycles (review). Part I. Chem Heterocycl Compd 21, 1185–1209 (1985). https://doi.org/10.1007/BF00515211
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DOI: https://doi.org/10.1007/BF00515211