Addition of 4-(cyclohex-1-en-1-yl)morpholine on 3-nitroindole: An unprecedented dearomatizing process - Normandie Université Access content directly
Journal Articles Organic & Biomolecular Chemistry Year : 2016

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

Abstract

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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hal-02046184 , version 1 (22-02-2019)

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Manuel Andreini, Fabien Chapellas, Sonia Diab, Karine Pasturaud, Serge Piettre, et al.. Addition of 4-(cyclohex-1-en-1-yl)morpholine on 3-nitroindole: An unprecedented dearomatizing process. Organic & Biomolecular Chemistry, 2016, 14 (10), pp.2833-2839. ⟨10.1039/c5ob02595h⟩. ⟨hal-02046184⟩
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