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Communication | Regular issue | Vol 27, No. 5, 1988, pp.1141-1144
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4489
Reactions of 2- and 3-Thiophenecarbaldehyde Tosylhydrazone Sodium Salt with Acrylonitrile: Concentration Dependencen of Reaction Species Generated from 2- and 3-thiophenecarbaldehyde Tosylhydrazone Sodium Salt

Katsuhiro Saito,* Hiraku Ishihara, and Kensuke Takahashi

*Faculty of Engineering, Nagoya Institute of Technology, Gokiso-cho, Showa-ku, Nagoya 466-8555, Japan

Abstract

The reactions of 2- and 3-thiophenecarbaldehyde tosylhydrazone sodium salt with an equimolar amount of acrylonitrile afforded the corresponding cyclopropane derivatives via 1,2-additions of 2- or 3-thienylmethylene to acrylonitrile. On the other hand, when the sodium salts were reacted with ten-molar requivalents of acrylonitrile, pyrazoline derivatives were formed via 1,3-dipolar additions of 2- or 3-thienyldiazomethane.