Synthesis and reactivity of methyl 3-acyl-6-amino-4-aryl-5-cyano-4H-pyran-2-carboxylates

被引:3
作者
Sheverdov, V. P. [1 ]
Andreev, A. Yu. [1 ]
Ershov, O. V. [1 ]
Nasakin, O. E. [1 ]
Tafeenko, V. A. [2 ]
Gein, V. L. [3 ]
机构
[1] Chuvashia State Univ, Cheboksary 428015, Russia
[2] Moscow MV Lomonosov State Univ, Moscow 119991, Russia
[3] Perm State Pharmaceut Acad, Perm 614990, Russia
关键词
cyclopentenones; 5-oxopentanoic acid; 4H-pyrans; pyridines; ring opening; SPIRO-HETEROCYCLES; DERIVATIVES; FLUORINE; AGENTS;
D O I
10.1007/s10593-012-1091-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
By treating arylidenemalononitriles with methyl 2,4-dioxobutanoates, derivatives of 4H-pyrans - methyl 3-acyl-6-amino-4-aryl-5-cyano-4H-pyran-2-carboxylates - are obtained, which are novel, promising structural components for the synthesis of carbo- and heterocycles. The reactions of these pyrans with sulfuric and hydrochloric acids, acetic anhydride, and alcohols have been studied. Novel methods have been developed for the preparation of substituted derivatives of cyclopentenone, pyrano[2,3-d]-pyrimidine, 5-oxo-3-phenylpentanoic acid, and nicotinic acid nitrile.
引用
收藏
页码:997 / 1005
页数:9
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