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Polycyclic systems: Synthesis of isoindolo[2,1-b]-pyrrolo[1,2-d][2,4]benzodiazocine and isoindolo-[1,2-d]pyrrolo[1,2-a] [1,5]benzodiazocine

✍ Scribed by Mohamed Othman; Pascal Pigeon; Bernard Decroix

Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
297 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

The synthesis of isoindolo[2,1‐b]pyrrolo[1,2‐d][2,4]benzodiazocine 7 and isoindolo[1,2‐d]pyrrolo[1,2‐a]‐[1,5]benzodiazocine 13 are described starting from 2‐(2‐methoxycarbonyl)benzylphthalimide 1a and ethyl α‐bromohomophthalate 9 respectively.

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✍ Pascal Pigeon; Bernard Decroix 📂 Article 📅 1997 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 432 KB 👁 1 views

## Abstract Cyclization of thioglycolic acids derivatives 3a‐d gave isoindolo[1,2‐__b__]thieno[2,3(3,2 or 3,4)‐__e__][1,3]‐thiazocines 4a‐d. Isoindolo[2,1‐__a__]thieno[2,3(3,2 or 3,4)‐__f__][1,4] or [1,5]diazocines 10b or 11a‐c were synthesized from Beckmann or Schmidt rearrangement of the ketones

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## Abstract A new synthesis of 6‐carbomethoxy‐1,2,3,5‐tetrahydroirnidazo[2,3‐__b__][1,3]benzodiazocines **13** by the intramolecular cycloaddition reaction of methyl 2‐(1‐aziridinylmethyl)‐3‐(2‐ureidophenyl)propenoates **10** under Appel's dehydration conditions is described. The latter were readil