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The structure of the Cycloaddition products of C-(2-thenoyl)-N-arylmethanohydrazonyl bromides to some substituted olefins

✍ Scribed by Hamdi M. Hassaneen; Hamed A. Ead; Magda A. Abdallah; Hiyam A. H. Nousa; Hiyam A. H. Nousa

Publisher: John Wiley and Sons
Year: 1990
Tongue: English
Weight: 378 KB
Volume: 332
Category: Article
ISSN: 1615-4150
DOI: 10.1002/prac.19903320410

No coin nor oath required. For personal study only.

✦ Synopsis

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 yield 5‐substituted‐2‐pyrazolines 6‐8, 11‐12, 16 and 21, respectively. The cycloadducts 11 and 16 lose hydrogen cyanide to give the corresponding pyrazoles 13 and 18, respectively.

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