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Synthesis of nitrogen heterocycles by (4+2)π-cycloaddition from nitrogen-containing heterodienes (“azadiene synthesis”) (review)

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The review is devoted to the (4+2)π-cycloaddition with conjugated nitrogen-containing dienes. The participation in the synthesis of 1-azadienes, 2-azadienes (Schiff bases, oxazoles, and the acridizinium ion), 1,4-diazadienes (dehydroindigo, etc.), 2,3-diazadienes (tetrazines, 4H-pyrazoles, and triazines), α,β-unsaturated azo compounds, 5,6-dihydrotriazines, formazans, and azadienes containing more than one heteroatom in the conjugation chain is examined. The azadiene synthesis is a method for the preparation of pyridines, quinolines, pyridazines, oxazines, oxadiazines with different degrees of saturation, and several other heterocycles.

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  1. S. M. Kirov Military Medical Academy, Leningrad

    K. N. Zelenin, I. P. Bezhan & Z. M. Matveeva

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  1. K. N. Zelenin
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  2. I. P. Bezhan
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 579–590, May, 1972.

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Zelenin, K.N., Bezhan, I.P. & Matveeva, Z.M. Synthesis of nitrogen heterocycles by (4+2)π-cycloaddition from nitrogen-containing heterodienes (“azadiene synthesis”) (review). Chem Heterocycl Compd 8, 525–534 (1972). https://doi.org/10.1007/BF00488138

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