title: Synthesis of isocoumarins with different substituted patterns via Passerini-aldol sequence.
abstract: An efficient combination between the Passerini three-component reaction and aldol condensation has been developed for the synthesis of bicyclic isocoumarins with different substituted patterns via solvent-dependent domino pathways. These two operationally friendly methods simultaneously install C-O and C-C bonds in a one-pot manner, allowing the utilization of low-cost and readily accessible 2-formylbenzoic acid, isocyanides, and arylglyoxals. Mechanisms of formation of different substituted isocoumarin derivatives are also proposed.
authors.affiliation: School of Chemistry and Chemical Engineering, and Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University , Xuzhou, 221116 Jiangsu P. R. China ; and.
authors.forename: Guan-Hua
authors.initials: GH
authors.lastname: Ma
authors.forename: Bo
authors.initials: B
authors.lastname: Jiang
authors.forename: Xing-Jun
authors.initials: XJ
authors.lastname: Tu
authors.forename: Yi
authors.initials: Y
authors.lastname: Ning
authors.forename: Shu-Jiang
authors.initials: SJ
authors.lastname: Tu
authors.forename: Guigen
authors.initials: G
authors.lastname: Li
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D003486:Cyanides / Q000737:chemistry; D049934:Isocoumarins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D003486:Cyanides; D049934:Isocoumarins; C116609:3-hydroxybutanal