Metal- and Solvent-Free Phosphine Mediated Synthesis of Multisubstituted Furans via Intramolecular Annulation of 1, 4-Enediones

被引：4

作者：

Rajeshkumar, Venkatachalam ^{[1
]}

Neelamegam, Chinnaraj ^{[1
]}

John, Lisa ^{[1
]}

Anandan, Sambandam ^{[1
]}

机构：

[1] Natl Inst Technol Tiruchirappalli, Dept Chem, Tiruchirappalli 620015, Tamil Nadu, India

来源：

CHEMISTRYSELECT | 2018年 / 3卷 / 41期

关键词：

1; 4-Enediones; Intramolecular annulation; Multisubstituted furans; Solvent-free; Tricyclohexylphophine; REGIOSELECTIVE SYNTHESIS; POLYSUBSTITUTED FURANS; CYCLOISOMERIZATION; CONSTRUCTION; HETEROCYCLES; CYCLIZATION; DISCOVERY; KETONES; GOLD; DYES;

D O I：

10.1002/slct.201802728

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This paper describes the synthesis of multisubstituted furans through tricyclohexylphophine mediated intramolecular annulation of 1, 4-enediones under solvent-free greener reaction conditions. The reaction proceeds via nucleophilic attack of P(Cy)(3) on the beta-carbon of 1, 4-enediones to form oxaphosphetanes with new C-O bond formation which further eliminates O=P(Cy)(3) to afford furans. The present methodology is compatible with a wide range of substrates and enabled the synthesis of a broad range of biologically significant furan derivatives in good to excellent yields (55-93%).

引用

页码：11606 / 11609

页数：4

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