Heterocyclic analogs of pleiadiene. 70. Synthesis of 6-hydroxy-1,3-diazapyrenes |
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Authors: | Borovlev I. V. Demidov O. P. Pozharskii A. F. |
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Affiliation: | (1) Stavropol State University, 1a ul. Pushkina, 355009 Stavropol, Russian Federation;(2) Rostov State University, 7 ul. Zorge, 344090 Rostov-on-Don, Russian Federation |
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Abstract: | The regioselectivity of the reactions of perimidine with cinnamic acids in polyphosphoric acid (PPA) depends on the P2O5 content. Procedures were developed for the synthesis of 4(9)- and 6(7)-cinnamoylperimidines. Cyclization of the latter under the action of an excess of AlBr3 was accompanied by dearylation to form 6-hydroxy-1,3-diazapyrene. |
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Keywords: | perimidine acylation alkylation polyphosphoric acid Friedel— Crafts reaction cyclization dearylation |
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