Assembly of fully substituted 2,5-dihydrothiophenes via a novel sequential multicomponent reaction

被引：31

作者：

Mari, Giacomo ^{[1
]}

Verboni, Michele ^{[1
]}

De Crescentini, Lucia ^{[1
]}

Favi, Gianfranco ^{[1
]}

Santeusanio, Stefania ^{[1
]}

Mantellini, Fabio ^{[1
]}

机构：

[1] Univ Urbino Carlo Bo, Sect Organ Chem & Organ Nat Cpds, Dept Biomol Sci, Via 1 Maggetti 24, I-61029 Urbino, PU, Italy

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 13期

关键词：

SITU GENERATED 1,2-DIAZA-1,3-DIENES; CATALYTIC ASYMMETRIC-SYNTHESIS; N-SULFONYL HYDRAZONES; DIELS-ALDER REACTION; ORGANIC-SYNTHESIS; REGIOSELECTIVE SYNTHESIS; ONE-POT; FUNCTIONALIZED PYRROLES; CYCLOADDITION REACTIONS; MICHAEL ADDITION;

D O I：

10.1039/c8qo00343b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new and efficient synthesis of fully substituted 2,5-dihydrothiophenes by a sequential one-pot four component reaction between primary amines, -ketoesters, aryl isothiocyanates and 1,2-diaza-1,3-dienes (DDs) is reported. A careful selection of the starting materials enables the choice of up to six different variations in the architecture of the final products. Furthermore, the acidic treatment of the so-obtained 2,5-dihydrothiophenes furnishes the corresponding 5-amino thiophene-2,4-dicarboxylates.

引用

收藏

页码：2108 / 2114

页数：7

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