New heterocycles with cycloamidine substructure and their ringtransformation reactions with acetylene dicarboxylic ester
✍ Scribed by Thomas Billot; Rainer Beckert; Manfred Döring; Jörg Wuckelt; Peer Fehling; Helmar Görls
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2001
- Tongue
- English
- Weight
- 101 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
The synthesis of pyrido[2,1‐c]‐1,2,4‐triazines 6, pyrido[1,2‐b]‐1,2,4‐triazines 7 and pyrido[1,2‐b]pyri‐dazines 8 respectively by cycloacylation of derivatives of pyridine with imidoylchlorides of type 2 is described. The heterocycles of type 6 as well as of type 7 can be ring‐transformed with dimethyl acetylenedicarboxylate. In contrast to pyrido[1,2‐a]pyrazines 1, a complex reaction including cleavage of the acetylene subunit takes place. Starting from compound 6a, the pyrrolo[2,3‐d]imidazole 11a could be isolated from a mixture of unidentified by‐products, whereas derivatives 7 gave nearly quantitatively the tricyclic products of type 12.
📜 SIMILAR VOLUMES
## Abstract magnified image A series of 1,3‐thiazines has been synthesized by the reactions of __N__‐aroylsubstituted thioureas with ethyl propiolate, dimethyl but‐2‐ynedioate and (__E__)‐1,4‐diphenyl‐but‐2‐ene‐1,4‐dione. The reaction of antipyrinylphenyl thiourea with π‐deficient acetylenic reage
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