title: Base-promoted synthesis of coumarins from salicylaldehydes and aryl-substituted 1,1-dibromo-1-alkenes under transition-metal-free conditions.
abstract: Facile synthesis of coumarin via the tandem reaction of salicylaldehyde with aryl-substituted 1,1-dibromo-1-alkene was developed. This new protocol proceeds smoothly under mild and transition-metal-free conditions, it allows rapid access to coumarins containing various heteroatoms that are more difficult to prepare by traditional methods. Based on the isolated intermediate of 4-(diethylamino)-3-phenylchroman-2-one and detailed mechanistic studies, a credible tandem pathway was proposed.
authors.affiliation: Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. China. jmliu@htu.cn klzhuo@263.net.
authors.forename: Jianming
authors.initials: J
authors.lastname: Liu
authors.forename: Xin
authors.initials: X
authors.lastname: Zhang
authors.forename: Lijun
authors.initials: L
authors.lastname: Shi
authors.forename: Muwen
authors.initials: M
authors.lastname: Liu
authors.forename: Yuanyuan
authors.initials: Y
authors.lastname: Yue
authors.forename: Fuwei
authors.initials: F
authors.lastname: Li
authors.forename: Kelei
authors.initials: K
authors.lastname: Zhuo
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry*; D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry; D054879:Halogenation; D028561:Transition Elements / Q000737:chemistry
chemical_list: D000447:Aldehydes; D000475:Alkenes; D003374:Coumarins; D028561:Transition Elements; C013243:salicylaldehyde