Alkyl 2-(2-benzoyl-2-ethoxycarbonyl-1-ethenyl)amino-3-dimethylaminopropenoates in the synthesis of heterocyclic systems
✍ Scribed by Sonja Strah; Branko Stanovnik; Simona Golič Grdadolnik
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1997
- Tongue
- English
- Weight
- 361 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
Alkyl 2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐dimethylaminopropenoates 4a,b were prepared. They react with C‐nucleophiles such a 2‐pyridinylacetonitrile 5 and methyl‐2‐quinolinylacetate 8, cyclohexane‐1,3‐dione 10 and its derivatives 12 and 14, resorcinol derivative 16, 2‐naphtol 18, 2‐pyranone derivatives 20 and 22, and 4‐hydroxypyridin‐2(1__H__)‐one 24, to form substituted amino derivatives of quinolizine 6, benzo[c]quinolizine 9, tetrahydrobenzopyran‐2‐one 11, 13, 15, naphto[2,1‐b]pyran‐3‐one 19, pyranopyranones 21, 23, and pyrano[3,2‐c]pyridine 25.
📜 SIMILAR VOLUMES
## Abstract In the reaction of methyl (__E,Z__)‐2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐dimethylaminopro‐penoate (1) with heteroarylhydrazines 2 in ethanol in the presence of catalytic amounts of hydrochloric acid two types of products were formed: methyl 2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐eth
## Abstract Alkyl (Z)‐2‐[(__E__)‐2‐ethoxycarbonyl‐2‐(2‐pyridinyl)ethenyl]amino‐3‐dimethylaminopropenoates **7** and **8** were prepared from ethyl 2‐pyridinylacetate (1) in two steps. Substitution of the dimethylamino group with alkyl‐, aryl‐, or heteroarylamines afforded the corresponding β‐alkyl‐
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v
## Abstract Alkyl 2‐[2‐ethoxycarbonyl‐2‐(2‐pyridinyl)ethenyl]amino‐3‐dimethylaminopropenoates **3** and **4** were transformed with __C__‐and __N__‐nucleophiles into β‐heteroaryl‐α,β‐didehydro‐α‐amino acid derivatives **13**‐**16**, substituted 3‐amino‐4__H__‐quinolizin‐4‐one 17, 2__H__,5__H__‐benz