Addition of 4-(cyclohex-1-en-1-yl)morpholine on 3-nitroindole: an unprecedented dearomatizing process

被引：28
作者：
Andreini, Manuel
Chapellas, Fabien
Diab, Sonia
Pasturaud, Karine
Piettre, Serge R.
Legros, Julien
Chataigner, Isabelle [1 ]
机构：
[1] Normandie Univ, COBRA, UMR 6014, 1 Rue Tesniere, F-76821 Mont St Aignan, France
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2016年 / 14卷 / 10期
关键词：
RING-CHAIN TAUTOMERISM; DIELS-ALDER REACTIONS; 4+2 CYCLOADDITIONS; ASYMMETRIC DEAROMATIZATION; FACILE DEAROMATIZATION; EFFICIENT DIENOPHILES; INDOLES; ENAMINES; MULTICOMPONENT; DERIVATIVES;
D O I：
10.1039/c5ob02595h
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Nucleophilic enamines add spontaneously on heteroarenes 3-nitroindole and benzofuran to form a new C-C bond. With nitroindole 1 and enamine 2a, an unprecedented dearomatizing formal ene reaction occurs in a totally regio- and diastereo-selective manner. With 3-nitrobenzofuran 10 and enamine 2d, the reaction course is different and leads to the generation of a dienylphenol.
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页码：2833 / 2839
页数：7
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