Preparation of 3,3-bis(ethylthiol)-2-arylacrylonitrile and 3,3-bis(ethoxyacetatethiol)-2-arylacrylonitrile via an electrogenerated base-promoted reaction

摘要

A simple method for the preparation of 3,3-bis(ethylthiol)-2-arylacrylonitrile and 3,3-bis(ethoxyacetatethiol)-2-arylacrylonitrile is described. The electrogenerated cyanomethyl base/anion obtained from electroreduction of acetonitrile promotes reactions between an arylacetonitrile, carbon disulfide and ethyl iodide or ethyl 2-chloroacetate. The products are obtained in good yields under mild reaction conditions with respect to previously reported methods. The effect of the number of Faradays and mechanism of the reaction are discussed.View full textDownload full textKeywords3,3-bis(ethylthiol)-2-arylacrylonitrile, 3,3-bis(ethoxyacetatethiol)-2-arylacrylonitrile, carbon disulfide, arylacetonitrile, electrogenerated baseRelated var addthis_config = { ui_cobrand: "Taylor & Francis Online", services_compact: "citeulike,netvibes,twitter,technorati,delicious,linkedin,facebook,stumbleupon,digg,google,more", pubid: "ra-4dff56cd6bb1830b" }; Add to shortlist Link Permalink http://dx.doi.org/10.1080/17415993.2012.705285