N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.

Original languageEnglish
Pages (from-to)3532-3536
Number of pages5
JournalTetrahedron Letters
Volume59
Issue number39
DOIs
StatePublished - 26 Sep 2018

    Research areas

  • In situ dehydration, Joullié–Ugi reaction, Multicomponent reactions, Mumm rearrangement, N-Isocyanodialkylamines, O-Deacylation, COMPONENT REACTIONS, MULTICOMPONENT REACTIONS, Joullie-Ugi reaction, CHEMISTRY, FUNCTIONAL ISOCYANIDES, DERIVATIVES, METAL-COMPLEXES

    Scopus subject areas

  • Drug Discovery
  • Biochemistry
  • Organic Chemistry

ID: 34631727