Reactivity of N‐benzyl‐3‐nitrophthalimide: A facile access to isoindolo[1,2‐d][3,5]benzothiazocine derivatives
Identifieur interne : 000137 ( Istex/Curation ); précédent : 000136; suivant : 000138Reactivity of N‐benzyl‐3‐nitrophthalimide: A facile access to isoindolo[1,2‐d][3,5]benzothiazocine derivatives
Auteurs : Abderrahim Chihab-Eddine [Maroc] ; Abderrahim Jilale [Maroc] ; Adam Daïch [France] ; Bernard Decroix [France]Source :
- Journal of Heterocyclic Chemistry [ 0022-152X ] ; 2000-11.
Abstract
A functionalized isoindolo[1,2‐d][3,5]benzothiazocine 2B has been synthesized in three steps from the nitro‐imide derivative 5. The key step of this sequence was the cyclization of the thioglycolic acid derivative 9 under acidic conditions. An evaluation of the reactivity of the imide 5 and the corresponding N‐acyliminium ion toward borohydride reduction, organometallic addition, Meyer‐Schuster rearrangement and intermolecular alkoxylation and thioalkoxylation reactions was reported.
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DOI: 10.1002/jhet.5570370622
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