title: Synthesis of naphthalene amino esters and arylnaphthalene lactone lignans through tandem reactions of 2-alkynylbenzonitriles.
abstract: Tandem reaction of 2-alkynylbenzonitriles with a Reformatsky reagent turned out to be a novel and efficient approach toward 1-aminonaphthalene-2-carboxylates. Interestingly, with 2-(3-hydroxyprop-1-ynyl)benzonitriles as the substrates, a more sophisticated cascade process occurred to give 9-aminonaphtho[2,3-c]furan-1(3H)-ones in good yields. By using this tandem reaction as a key step, a concise and versatile synthetic strategy for the total synthesis of arylnaphthalene lactone lignans has been developed.
authors.affiliation: School of Chemistry and Chemical Engineering, School of Environment, Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals, Henan Key Laboratory for Environmental Pollution Control, Henan Normal University, Xinxiang, Henan 453007, P. R. China. xuesen.fan@htu.cn.
authors.forename: Yan
authors.initials: Y
authors.lastname: He
authors.forename: Xinying
authors.initials: X
authors.lastname: Zhang
authors.forename: Xuesen
authors.initials: X
authors.lastname: Fan
mesh_terms: D060326:Chemistry Techniques, Synthetic; D004952:Esters; D007783:Lactones / Q000737:chemistry*; D017705:Lignans / Q000138:chemical synthesis* / Q000737:chemistry*; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*
chemical_list: D004952:Esters; D007783:Lactones; D017705:Lignans; D009281:Naphthalenes; D009570:Nitriles; C031721:naphthalene; C014356:benzonitrile