One pot synthesis of tetrasubstituted thiophenes: [3+2] annulation strategy

被引：14

作者：

Sahu, Satya Narayan ^{[1
]}

Gupta, Maneesh Kumar ^{[1
]}

Singh, Surjeet ^{[1
]}

Yadav, Pratik ^{[1
]}

Panwar, Rahul ^{[1
]}

Kumar, Abhinav ^{[2
]}

Ram, Vishnu Ji ^{[2
]}

Kumar, Brijesh ^{[3
]}

Pratap, Ramendra ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Delhi 110007, India

[2] Univ Lucknow, Dept Chem, Lucknow 226007, Uttar Pradesh, India

[3] Cent Drug Res Inst, Div SAIF, Lucknow 226001, Uttar Pradesh, India

来源：

RSC ADVANCES | 2015年 / 5卷 / 46期

关键词：

FIELD-EFFECT TRANSISTORS; BIOLOGICAL-ACTIVITY; DERIVATIVES; SEMICONDUCTORS; OLIGOTHIOPHENES; SUBSTITUENT; INHIBITORS; NITRILEN; RECEPTOR; DESIGN;

D O I：

10.1039/c5ra01290b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple, efficient and economical synthesis of dimethyl 3-amino-5-(2-oxo-2-arylethyl)thiophene-2,4-dicarboxylates has been reported by ring opening of methyl 3-amino-6-aryl-4-oxo-4H-thieno[3,2-c]-pyran-2-carboxylates by alkoxide ions. Pyranothiophenes have been obtained by the reaction of methyl thioglycolate and 6-aryl-4-methylthio-2H-pyran-2-one-3-carbonitriles in the presence of triethylamine. A one-pot multicomponent protocol for the synthesis of tetrasubstituted thiophenes has been developed by reaction of 6-aryl-4-methylthio-2H-pyran-2-one-3-carbonitriles and methyl thioglycolate in the presence of sodium methoxide in excellent yields. The structure of the isolated compound was confirmed by single crystal X-ray diffraction and spectroscopic studies.

引用

页码：36979 / 36986

页数：8

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