- 作者: --
- 作者服務機構: Institute of Chemistry, Academia Sinica, Nankang 115, Taipei, Taiwan, R.O.C.
- 中文摘要: The allenes 1,2,3,4,5-pentafluoro-6-(3-phenylpropa-1,2-dienyl)benzene 4, 3-(3-phenylpropa-1,2-dienyl)pyridine 11 and 3-(3-(pyridine-3-yl)propa-1,2-dienyl)pyridine 17 and the acetylenes 5, 12 and 16 were obtained by reduction of the corresponding propargylic acetates 3, 10 and 15 by Samarium(II) iodide in the presence of Pd(0). Base-promoted isomerisation of acetylene 12 provided allene 11 in a yield of 80%. 1-(Pentafluorophenyl)-3-phenylprop-2-yn-1-ol 2 was prepared from phenylacetylene and pentafluorobenzaldehyde. The condensation of nicotinaldehyde with trimethylsilylacetylene gave the 3-(trimethylsilyl)-1-(pyridine-3-yl)prop-2-yn-1-ol 7. The removal of the silyl group of 7 to acetylene 8 was done in basic conditions. The Pd catalysed condensation of the acetylene 8 with iodobenzene gave 3-phenyl-1-(pyridine-3-yl)prop-2-yn-1-ol 9. The Pd catalysed condensation of 8 with 3-bromopyridine gave the 1,3-dipyridin-3-yl-prop-2-yn-1-ol 14. The propargylic alcohols 2, 9 and 14 were converted to the acetates 3, 10 and 15 with acetic anhydride-pyridine.
- 英文摘要: --
- 中文關鍵字: Isomerisation reaction; Heterocyclic allene; Pyridinyl allene; Tetrafluorophenyl allene; Samarium diiodide
- 英文關鍵字: --