Reactions of Phosphonate Carbanions with Selenium or Sulfur in the Presence of Amines. Synthesis of Seleno- and Thioamides.
作者:Kentaro Okuma、Koumei Ikari、Hiroshi Ohta
DOI:10.1246/cl.1992.131
日期:——
The reaction of phosphonatecarbanions with elemental selenium in the presence of amines afforded the corresponding selenoamides in moderate yields. The reaction of these anions with sulfur also gave thioamides. These reactions might proceed through thio- or selenoaldehyde intermediates
Several straightforward and practical processes have been established for the construction of 2-aminothiazoles, 1,3-thiazoles and 1,3-selenazoles from aryliodoazides. These strategies successfully proceed with a wide spectrum of substituted thioamides and its derivatives producing the resulting five-membered heterocycles obtained in satisfactory yields. The unique features of these protocols are operational