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Studies on alkyl-substituted, heteroaromatic carbonitriles: Novel synthesis of thienoazines and benzoazines

✍ Scribed by Elnagdi, Mohamed Hilmy ;Erian, Ayman Wahba


Book ID
102901351
Publisher
John Wiley and Sons
Year
1990
Tongue
English
Weight
563 KB
Volume
1990
Category
Article
ISSN
0947-3440

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✦ Synopsis


Abstract

The alkyl‐substituted heterocyclic carbonitriles 1–3 react with elemental sulphur to yield the thienoazines 7, 11 and 13, respectively. Whereas 7 reacts with acrylonitrile to afford a [4+2] cycloaddition product with elimination of hydrogen sulphide, compounds 11 and 13 are not converted into cycloadducts. The quinoline 9a and the quinazoline 14 are obtained by reaction of 1 and 3, respectively, with formaldehyde and malononitrile. The thienopyridines 16 are produced by reaction of 6a, c with benzylidinemalonitrile. Furo[3,4‐f]indazole 19 is prepared by [4 + 2] cycloaddition of the thienopyrazole 18 with maleic anhydride. The effect of the substituent of the thienyl moiety of the thienopyridazine ring system on its reactivity toward electron‐poor olefins has been investigated.


πŸ“œ SIMILAR VOLUMES


Studies with 1-functionally substituted
✍ Mohamed Abdel-Megid; Mohamed H. Elnagdi; Abdalla M. Negm πŸ“‚ Article πŸ“… 2002 πŸ› Journal of Heterocyclic Chemistry 🌐 English βš– 47 KB

## Abstract ω‐Azolylacetophenones **1** and **2** react with dimethylformamide dimethylacetal to yield enaminones **7,8** that were converted into azolylazoles __via__ reaction with hydrazine and with hydroxylamine. Compounds **1,2** also coupled with aromatic diazonium salts to yield arylhydrazone