6533b83afe1ef96bd12a78a2
RESEARCH PRODUCT
A new access to 2′-amino-substituted vinylindoles as donor-activated heterocyclic dienes and their first diels-alder reactions
Christian OttoUlf Pindursubject
chemistry.chemical_classificationchemistry.chemical_compoundTertiary amineBicyclic moleculeChemistryOrganic ChemistryDrug DiscoveryDiels alderOrganic chemistryImideBiochemistryCarbanionSulfonamidedescription
Abstract Reactions of the 3-acylindoles 5, 10 , and 15 with α-amino-α′-diphenylphosphinoyl-substituted carbanions gave rise to the 2′-amino-substituted 3− and 2-vinylindoles 7, 12 , and 17 by way of the isolable carbinols 6 , 11 , and 16 . The heterocyclic dienes 7 , 12 , and 17 readily underwent Diels-Alder reactions with N -phenylmaleimide.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1992-01-01 | Tetrahedron |