1242905-02-7Relevant articles and documents
Copper-catalyzed rearrangement of (Z)-propynal hydrazones via N-N bond cleavage
Nakamura, Itaru,Shiraiwa, Naozumi,Kanazawa, Ryo,Terada, Masahiro
, p. 4198 - 4200 (2010)
Propynal hydrazones are successfully converted to the corresponding 3-aminoacrylonitriles in the presence of copper catalysts in good to high yields. As an example, (Z)-N-(hex-2-ynylidene)morpholin-4-amine reacted in the presence of 10 mol % Cu(OAc)2 in acetonitrile at 25 °C to afford (E)-3-morpholinohex-2-enenitrile ((E)-2 h) in 77% yield via C-N bond formation and subsequent β-elimination involving cleavage of N-N and C-H bonds.