A new domino Knoevenagel-hetero-Diels-Alder reaction: an efficient catalyst-free synthesis of novel thiochromone-annulated thiopyranocoumarin derivatives in aqueous medium

被引：23

作者：

Moghaddam, Firouz Matloubi ^{[1
]}

Kiamehr, Mostafa ^{[1
]}

Khodabakhshi, Mohammad Reza ^{[1
]}

Mirjafary, Zohreh ^{[1
]}

Fathi, Shaghayegh ^{[1
]}

Saeidian, Hamdollah ^{[1
,2
]}

机构：

[1] Sharif Univ Technol, Dept Chem, Lab Organ Synth & Nat Prod, Tehran, Iran

[2] PNU, Dept Sci, Zanjan, Iran

来源：

TETRAHEDRON | 2010年 / 66卷 / 45期

关键词：

Domino reaction; Knoevenagel-hetero-Diels-Alder; O-acrylated salicylaldehyde; Aqueous medium; 3,4-Dihydrocoumarine; Thiopyran; REGIOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; TERMINAL ACETYLENES; CARBONYL-COMPOUNDS; NATURAL-PRODUCTS; LEWIS-ACID; 1-OXA-1,3-BUTADIENES; SKELETONS; TANDEM;

D O I：

10.1016/j.tet.2010.09.048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient catalyst-free synthesis of novel pentacyclic thiochromone-annulated thiopyranocoumarin derivatives is achieved via domino Knoevenagel-hetero-Diels-Alder reaction of 4-hydroxy dithiocoumarin and O-acrylated salicylaldehyde derivatives in H2O as solvent. The products are formed in good yields with high regio- and stereo-selectivity. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：8615 / 8622

页数：8

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