title: Chemoselective synthesis of highly substituted 1,2-allenyl ketones, furans, and 2-alkynyl ketones from reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and electrophiles.
abstract: A homo-Michael addition reaction of lithium selenolates with 1-(1-alkynyl)cyclopropyl ketones and the subsequent reaction with electrophiles such as PhSeBr, NFSI and NCS is reported. Based on the nature of electrophiles, this reaction may afford highly substituted 1,2-allenyl ketones or furans (E(+) = PhSe(+)) and 2-alkynyl ketones (E(+) = F(+), Cl(+), active halides) as the final products, respectively.
authors.affiliation: Department of Chemistry, Zhejiang University (Xixi Campus), Hangzhou, Zhejiang, PR China.
authors.forename: Jianfeng
authors.initials: J
authors.lastname: Xu
authors.forename: Shugao
authors.initials: S
authors.lastname: Zhu
authors.forename: Luling
authors.initials: L
authors.lastname: Wu
authors.forename: Xian
authors.initials: X
authors.lastname: Huang
mesh_terms: D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012643:Selenium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005663:Furans; D007659:Ketones; D009942:Organometallic Compounds; D008094:Lithium; D012643:Selenium