Enamines

{
  "id": "MLC-T-CHM-003860",
  "term": "Enamines",
  "field": "Chemistry",
  "definition": "Unsaturated amines in which nitrogen is bonded directly to a carbon of a carbon-carbon double bond, general structure R2N-CR=CR2, the nitrogen analogues of enols. Those with an N-H bond can tautomerize to imines, which usually predominate, whereas tertiary enamines are stable because they have no N-H to move. The carbon beta to nitrogen is nucleophilic, the basis of the Stork enamine alkylation and acylation of ketones.",
  "subject": "Organic and Biomolecular Chemistry",
  "see_also": [
    "vinylic groups"
  ],
  "references": [
    "PAC, 1995, 67, 1307. 'Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)' on page 1333 (https://doi.org/10.1351/pac199567081307)"
  ],
  "url": "https://mlchart.com/terminology/chemistry/enamines/"
}