title: Multicomponent access to indolo[3,3a-c]isoquinolin-3,6-diones: formal synthesis of (±)-plicamine.
abstract: The complete tetracyclic core structure of plicamine, a novel Amaryllidaceae-type alkaloid, was expeditously prepared by a Ugi four-component condensation reaction, followed by a one-pot sequential phenolic oxidation and intramolecular coupling process. The employment of this strategy resulted in a rapid, formal synthesis of (±)-plicamine.
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior S.N., Ciudad Universitaria, Coyoacán, México D.F. 04510, México. lmiranda@unam.mx.
authors.forename: Marco V
authors.initials: MV
authors.lastname: Mijangos
authors.affiliation: Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior S.N., Ciudad Universitaria, Coyoacán, México D.F. 04510, México. lmiranda@unam.mx.
authors.forename: Luis D
authors.initials: LD
authors.lastname: Miranda
mesh_terms: D000070378:Amaryllidaceae / Q000737:chemistry*; D047151:Amaryllidaceae Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D010636:Phenols / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D047151:Amaryllidaceae Alkaloids; D006576:Heterocyclic Compounds, 4 or More Rings; D010636:Phenols; C544217:plicamine