The reaction of perfluoroalkanesulfinates. IX. Perfluoroalkylation of pyridine and its derivatives with sodium perfluoroalkanesulfinates
作者:Wei-Yuan Huang、Jin-Tao Liu、Juan Li
DOI:10.1016/0022-1139(94)03151-o
日期:1995.3
The reaction of pyridine and its derivatives with sodium perfluoroalkanesulfinates (RFSO2Na) in the presence of Mn(OAc)3 is reported. Pyridines react with this reagent system readily to give the corresponding perfluoroalkylated products as a mixture of isomers with moderate yield. However, reaction of quinoline and isoquinoline under similar conditions gives the C(5)- and C(8)-substituted products
据报道,在Mn(OAc)3存在下,吡啶及其衍生物与全氟烷基亚磺酸钠(RF SO 2 Na)反应。吡啶容易与该试剂系统反应,以中等收率得到相应的全氟烷基化产物,为异构体混合物。但是,喹啉和异喹啉在相似条件下的反应会在区域选择性地产生C(5)-和C(8)-取代的产物。
A convenient one-pot synthesis of per-(or poly-) fluoroalkanesulfonyl substituted cyclopropanes
Per-(or poly-) fluoroalkanesulfonyl substituted cyclopropanes are prepared by a facile one-pot reaction of methyl per-(or poly-) fluoroalkanesulfones with 1,2-dibromoethane under basic reaction conditions. Similarly treatment of benzyl per-(or poly-) fluoroalkanesulfones gave 1-phenyl-1-per-(or poly-) fluoroalkanesulfonyl cyclopropanes and trans-1,2-diphenylethene as the by-product which was formed
Reaction of sodium perhalofluoroalkyl sulfinates with alkenes under UV irradiation and oxygen atmosphere provides α-perhalofluoroalkyl ketones in good yields.
Huang, Wei-Yuan; Chen, Jian-Long; Hu, Li-Qing, Bulletin de la Societe Chimique de France, 1986, # 6, p. 881 - 884
作者:Huang, Wei-Yuan、Chen, Jian-Long、Hu, Li-Qing
DOI:——
日期:——
Reaction of perfluoroalkanesulfinates with allyl and propargyl halides. A convenient synthesis of 3-(perfluoroalkyl)prop-1-enes and 3-(perfluoroalkyl)allenes
作者:Changming Hu、Fengling Qing、Weiyuan Huang
DOI:10.1021/jo00008a041
日期:1991.4
The reaction of perfluoroalkanesulfinates, R(f)CF2SO2Na, with allyl and propargyl halides, in the presence of (NH4)2S2O8, gave 3-(perfluoroalkyl)prop-1-enes (R(f)CH2CH = CH2) and 3-(perfluoroalkyl)allenes (R(f)CH = C = CH2), respectively, in good yield. Evidence is presented for a radical addition-elimination mechanism for the reaction. The reaction represents a synthetically viable and convenient route to such compounds.