Polynuclear heterocyclic systems based on naphthalene-1,5-diol: I. Reaction of naphthalene-1,5-diol and its derivatives with β-dicarbonyl and α,β-unsaturated carbonyl compounds期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

Polynuclear heterocyclic systems based on naphthalene-1,5-diol: I. Reaction of naphthalene-1,5-diol and its derivatives with β-dicarbonyl and α,β-unsaturated carbonyl compounds

Authors:	V. V. Mezheritskii R. V. Tyurin L. G. Minyaeva A. N. Antonov A. P. Zadorozhnaya

Affiliation:	(1) Institute of Physical and Organic Chemistry, Rostov State University, pr. Stachki 194/2, Rostov-on-Don, 344090, Russia

Abstract:	Reactions of naphthalene-1,5-diol and its derivatives (5-methoxynaphthalen-1-ol, 2-bromo-5-methoxynaphthalen-1-ol, and 2,6-di-tert-butylnaphthalene-1,5-diol) with ethyl acetoacetate, acetylacetone, and p-methoxycinnamic acid under acidic conditions (HCl, HClO₄, CF₃CO₂H) gave substituted benzo[h]-chromenes, naphtho[1,2-b]pyrylium salts, and 3,4-dihydrobenzo[h]chromenes, respectively. Possible mechanisms were proposed for the observed acid-catalyzed heterocyclizations.

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