One-Pot Tandem Approach to Functionalized 3-Hydroxy-2-furanyl-acrylamides

被引：5

作者：

Mupparapu, Nagaraju ^{[1
]}

Khan, Shahnawaz ^{[1
,2
]}

Bandhoria, Pankaj ^{[3
]}

Athimoolam, Shunmuganarayanan ^{[4
]}

Ahmed, Qazi Naveed ^{[1
,2
]}

机构：

[1] IIIM, Med Chem Div, Jammu 180001, India

[2] Acad Sci & Innovat Res AcSIR IIIM, Jammu 180001, India

[3] GGM Sci Coll, Dept Phys, Jammu 180001, India

[4] Anna Univ Technol Tirunelveli, Univ Coll Engn Nagercoil, Dept Phys, Nagercoil 629004, India

来源：

ACS OMEGA | 2018年 / 3卷 / 05期

关键词：

POLYSUBSTITUTED FURANS; ORGANIC-SYNTHESIS; FACILE SYNTHESIS; 2,5-DISUBSTITUTED FURANS; TETRASUBSTITUTED FURANS; H FUNCTIONALIZATION; SUBSTITUTED FURANS; ATOM ECONOMY; DERIVATIVES; CYCLIZATION;

D O I：

10.1021/acsomega.8b00715

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel one-pot tandem process involving Knoevenagel condensation, Michael addition, selective amidation, and Paal-Knorr cyclization to diverse functionalized 3-hydroxy-2-furanyl-acrylamides from simple 2-oxoaldehydes and aroylacetonitriles was presented. Attempts were also made to expand the scope of the reaction to different 2-heteroarylfurans. The packing diagram of the molecules viewed down along the a-axis of the unit cell showed a characteristic intramolecular classical O-H center dot center dot center dot O hydrogen bond between hydroxyl and carbonyl O atoms leading to self-associated (Z)-2-furanyl-acrylamides.

引用

页码：5445 / 5452

页数：8

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