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.
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收藏
页码：2108 / 2114
页数：7
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