Synthesis of di-, tri- and tetracyclopropylhydrazines. Issue 11 (6th January 2016)

• Record Type: Journal Article
• Authors: Shestakov, Aleksandr N.; Kuznetsov, Mikhail A.
• Is Part Of: Chemical communications. Volume 52:Issue 11(2016)
• Page Start: 2398
• Page End: 2400
• Publication Date: 2016-01-06
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c5cc07477k
• Languages: English
• ISSNs: 1359-7345

Abstract

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.