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用于一锅法合成新型2-氧代-1,2,3,4-四氢嘧啶的香草醛

Vanillic aldehydes for the one-pot synthesis of novel 2-oxo-1,2,3,4-tetrahydropyrimidines.

作者信息

Muškinja Jovana, Janković Nenad, Ratković Zoran, Bogdanović Goran, Bugarčić Zorica

机构信息

Department of Chemistry, Faculty of Science, University of Kragujevac, Radoja Domanovića 12, P.O. Box 60, Kragujevac, 34 000, Serbia.

Laboratory of Theoretical Physics and Condensed Matter Physics, Faculty of Science, Vinča Institute of Nuclear Science, University of Belgrade, P.O. Box 522, Belgrade, 11001, Serbia.

出版信息

Mol Divers. 2016 Aug;20(3):591-604. doi: 10.1007/s11030-016-9658-y. Epub 2016 Jan 30.

Abstract

A small library of novel 2-oxo-1,2,3,4-tetrahydropyrimidines was synthesized via a one-pot multicomponent Biginelli reaction. Copper complex [Formula: see text] which was used for the first time as a homogeneous and heterogeneous catalyst, makes this a facile and efficient reaction at room temperature. All the obtained products fall out of the solution in pure form and are easily isolated via filtration in good-to-excellent yields. The molecular structure of one of the products, ethyl 6-methyl-2-oxo-4-(4[Formula: see text]-isopropoxy-3[Formula: see text]-methoxyphenyl) - 1,2,3,4 - tetrahydropyrimidine-5- carboxylate, has been determined by X-ray crystallography. All non-hydrogen atoms in the heterocyclic, six-membered ring are determined to be approximately coplanar.

摘要

通过一锅多组分Biginelli反应合成了一个新型2-氧代-1,2,3,4-四氢嘧啶的小型文库。首次用作均相和多相催化剂的铜配合物[化学式:见原文],使该反应在室温下简便高效。所有得到的产物以纯形式从溶液中析出,通过过滤很容易分离,产率良好至优异。其中一种产物,6-甲基-2-氧代-4-(4-异丙氧基-3-甲氧基苯基)-1,2,3,4-四氢嘧啶-5-羧酸乙酯的分子结构已通过X射线晶体学确定。杂环六元环中的所有非氢原子被确定为大致共面。

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