Synthesis of di-, tri- and tetracyclopropylhydrazines. Issue 11 (6th January 2016) - Shestakov, Aleksandr N.
Abstract : Previously unknown 1, 1-dicyclopropylhydrazine was obtained in two steps starting from dicyclopropylamine. It serves as a starting material to tri- and tetracyclopropylhydrazines, which have not been described in the literature either. Abstract : Previously unknown 1, 1-dicyclopropylhydrazine was obtained in two steps starting from dicyclopropylamine. It serves as a convenient starting material to tri- and tetracyclopropylhydrazines, which have not been described in the literature either. Tricyclopropylhydrazine was prepared in an overall four-step sequence featuring the de Meijere–Chaplinski modification of the Kulinkovich reaction as a key step. Tetracyclopropylhydrazine was obtained by the reductive amination of the cyclopropanone ethyl trimethylsilyl acetal with 1, 1-dicyclopropylhydrazine or with the parent hydrazine. Synthetic utility of these cyclopropylhydrazine building blocks is presented as well.