Efficient access to novel hexahydro-chromene and tetrahydro-pyrano[2,3-d]pyrimidine-annulated benzo-δ-sultones via a domino Knoevenagel-hetero-Diels-Alder reaction in water

被引：19

作者：

Ghandi, Mehdi ^{[1
]}

Mohammadimehr, Elham ^{[1
]}

Sadeghzadeh, Masoud ^{[1
]}

Bozcheloei, Abolfazl Hasani ^{[1
]}

机构：

[1] Univ Tehran, Coll Sci, Sch Chem, Tehran, Iran

来源：

TETRAHEDRON | 2011年 / 67卷 / 44期

关键词：

Domino reactions; Knoevenagel-hetero-Diels-Alder(E)-2-Formylphenyl-2-phenylethenesulfonates; Hexahydrochromenes; Tetrahydropyranopyrimidines; Benzo-delta-sultones; ONE-POT SYNTHESIS; ORGANIC-REACTIONS; NATURAL-PRODUCTS; AQUEOUS-MEDIA; DERIVATIVES;

D O I：

10.1016/j.tet.2011.09.010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient catalyst-free, diastereosective synthesis of novel hexahydro-chromene and tetrahydro-pyrano[2,3-d]pyrimidine-annulated benzo-delta-sultones is described. A number of 2-formyl-4-phenyl (E)-2-phenylethenesulfonates were synthesized and underwent a one-pot domino Knoevenagel-hetero-Diels-s-Alder reaction, respectively, with dimedone and N,N-dimethylbarbituric acid in water, affording the desired products in moderate to excellent yields. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：8484 / 8491

页数：8

共 4 条

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