Heterocycles · 1977 · 23 citations · 0 references
Natural SciencesChemistryOrganic ChemistryOrganometallic ChemistryCoordination ChemistryHeterocycle SynthesisHeterocyclic ChemistryHeterocyclic CompoundsOrganic SynthesisOrganometallic SynthesisAmino Acid-derived HeterocyclesAromatic Ring ExpansionAzetidine ChemistryC3 CleavageHeterocyclic Ring ExpansionNitrogen HeterocyclesRing-forming ReactionsVapour Diffusion
The reaction of l-chloro-l-dimethylamino-2- methylbuta-1,3-diene with NaN3 gave directly the title 2-amino-1-azirine (I) and molecular nitrogen.(I) thermally rearranged in the vapour phase to give an aminocarbene resulting from C-C bond cleavage.This carbcne cyciised to form an aminopyrrole.With dimethylacetylenedicarboxylate, (I) gave a seven-membered heterocycle resulting from.C3-N bond cleavage and cyclisation at the terminal vinylic carbon atom.