N,N,N',N'-Tetramethylazodicarboxamide (TMAD), A New Versatile Reagent for Mitsunobu Reaction. Its Application to Synthesis of Secondary Amines

Article abstract of DOI:10.1246/cl.1994.539

N,N,N',N'-Tetramethylazodicarboxamide, (TMAD), was found to be more versatile in the Mitsunobu reaction than traditional diethyl azodicarboxylate or recently developed 1,1'-(azodicarbonyl)dipiperidine, when used in combination with tributylphosphine in benzene.The usefulness of the reagent was demonstrated by the highly efficient two-step synthesis of benzylcrotylamine from N-benzyltrifluoroacetamide.