𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of tricyclic and tetracyclic thieno[3,2-f]-1,4-thiazepines

✍ Scribed by Hiroshi Tanaka; Tohru Nakao


Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
302 KB
Volume
34
Category
Article
ISSN
0022-152X

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

Treatment of 5‐methylthio‐2,3‐dihydrothieno[3,2‐f]‐1,4‐thiazepine (9) with acylhydrazines gave 5,6‐dihydrothieno[3,2‐f]‐1,2,4‐triazolo[4,3‐d][1,4]thiazepines 10, 11, and that of 9 with ethyl anthranilate gave 5,6‐dihydrothieno[3′,2′:6,7][1,4]thiazepino[5,4‐b]quinazolin‐8‐one (14). Reaction of 9 with hydrazine hydrate or 4‐chlorophenylhydrazine afforded 5‐hydrazino compounds 12, 15, which were subsequently cyclized to ethyl 5,6‐dihydrothieno[3,2‐f]‐1,2,4‐triazolo[4,3‐d][1,4]thiazepine‐3‐carboxylate (13), 2‐(4‐chlorophenyl)‐5,6‐dihydrothieno[3,2‐f]‐1,2,4‐triazolo[4,3‐d][1,4]thiazepin‐3(2__H__)‐one (16) and 2‐(4‐chlorophenyl)‐6,7‐dihydro‐2__H__‐thieno[3,2‐f][1,2,4]triazino[4,3‐d][1,4]thiazepine‐3,4‐dione (17). New thieno‐anellated heterocycles were prepared with the aim of studying their affinity for the benzodiazepine receptors.


📜 SIMILAR VOLUMES


Tetracyclic systems: Synthesis of isoind
✍ 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

The synthesis of novel polycyclic hetero
✍ Jiann-Kuan Luo; Ronald F. Federspiel; Raymond N. Castle 📂 Article 📅 1997 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 351 KB 👁 1 views

## Abstract Photocyclization of 3‐chloro‐N‐(3‐phenanthryl)thieno[2,3‐__b__]thiophene‐2‐carboxamide (5) yielded only one of the two possible structural isomers, thieno[3′,2′:4,5]thieno[2,3‐__c__]naphtho[1,2‐__f__]quinolin‐6(5__H__)‐one (6), which was further elaborated to afford the unsubstituted ri

The synthesis of novel polycyclic hetero
✍ Jiann-Kuan Luo; Ronald F. Federspiel; Raymond N. Castle 📂 Article 📅 1998 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 347 KB 👁 1 views

## Abstract Four previously unknown polycyclic heterocyclic ring systems, namely, benzo[__h__]thieno[3′,2′:4,5]‐thieno[2,3‐__c__]quinoline (6), benzo[__h__]thieno[3′,2′:4,5]thieno[2,3‐__c__]quinoline (11), benzo[__f__]thieno‐[3′,2′:4,5]thieno[2,3‐__c__]tetrazolo[1,5‐__a__]quinoline (12) and benzo[_