title: Pd(II)-catalyzed one-step construction of cycloalkane-fused indoles and its application in formal synthesis of (±)-aspidospermidine.
abstract: A highly efficient, redox-free Pd(II)-catalyzed tandem cyclization reaction initiated by intramolecular aminopalladation of alkynes followed by nucleophilic addition to nitriles is developed. This method provides a versatile approach for the synthesis of six- to eight-membered ring-fused indoles in one step and has also shown advantages in the formal synthesis of (±)-aspidospermidine.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai, 200032, China.
authors.forename: Guoqin
authors.initials: G
authors.lastname: Xia
authors.forename: Xiuling
authors.initials: X
authors.lastname: Han
authors.forename: Xiyan
authors.initials: X
authors.lastname: Lu
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000480:Alkynes; D006575:Heterocyclic Compounds, 3-Ring; D026121:Indole Alkaloids; D011804:Quinolines; C409672:aspidospermidine; D010165:Palladium