2,2-Dioxo-1H-thieno[3,4-c][1,2]thiazines. Synthesis and some reactions of a new heterocycle
✍ Scribed by Egon Fanghänel; Hagen Bartossek; Ute Baumeister; Matthias Biedermann; Helmut Hartung
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1998
- Tongue
- English
- Weight
- 467 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The first synthesis of substituted 2,2‐dioxo‐1‐phenyl‐1__H__‐thieno[3,4‐c][1,2]thiazines 2 and some of their reactions are achieved. Compounds 2 were prepared from the 3,5‐dimethyl‐1,1‐dioxo‐1,2‐thiazine‐4‐carbaldehydes 1 by reaction with sulfur and triethyl amine in dimethylformamide under mild conditions. They were characterized spectroscopically and by X‐ray structure analysis. The formylation, chlorination and oxidation of 2 are reported.
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## 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
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