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The Regiochemistry of the Cycloaddition of 4-R-Phenacylpyridazinium Ylides to Nonsymmetrical Substituted Olefins

✍ Scribed by Maria D. Caprosu; Ivona Ghe. Olariu; Ionel I. Mangalagiu; Mircea A. Constantinescu; Magda G. Petrovanu


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
269 KB
Volume
1999
Category
Article
ISSN
1434-193X

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✦ Synopsis


The regiochemistry of the [3+2] cycloaddition reactions regiospecific. Four new tetrahydropyrrolopyridazine heterocycles have been obtained. The structures of the new between 4-R-phenacylpyridazinium ylides and acrylonitrile has been studied. Theoretical and experimental studies have compounds were established by elemental (C,H,N) and spectral analyses (IR, 1 H and 13 C NMR, MS). been performed, both of which show that the reaction is ture. [4] [5] Analysis of these data led to the conclusion that [a] "Al. I. Cuza" University Iasi, and MS). Obviously, the data generated by the elemental Bulevardul Copou, No. 11, RO-6600 Iasi, Romania analysis are compatible with both possible regioisomers.


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## Abstract The cycloaddition of C‐(2‐thenoyl)‐N‐arylnitrilimines 2a, b to acrylic acid derivatives 3‐5, fumaric acid derivatives 9‐10, benzalmalononitrile 14 and N‐arylmaleimides 20 has been studied. Under thermal conditions these 1,3‐dipolar cycloadditions proceed with absolute regio‐chemistry to