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Reactivity of N-benzyl-3-nitrophthalimide: A facile access to isoindolo[1,2-d][3,5]benzothiazocine derivatives

✍ Scribed by Abderrahim Chihab-Eddine; Abderrahim Jilale; Adam Daïch; Bernard Decroix

Book ID: 102894017
Publisher: Journal of Heterocyclic Chemistry
Year: 2000
Tongue: English
Weight: 536 KB
Volume: 37
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570370622

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✦ Synopsis

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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