Toluene → 3-(1-benzenesulfonyl-1H-indol-5-yl)-acrylic acid methyl ester
反応式
[C:1]1([S:7]([N:10]2[C:18]3[C:13](=[CH:14][C:15](C=O)=[CH:16][CH:17]=3)[CH:12]=[CH:11]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:21][O:22][C:23](=[O:44])[CH:24]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[C:45]1(C)C=CC=CC=1>>[CH3:21][O:22][C:23](=[O:44])[CH:24]=[CH:45][C:15]1[CH:14]=[C:13]2[C:18](=[CH:17][CH:16]=1)[N:10]([S:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:8])=[O:9])[CH:11]=[CH:12]2参加物
4
反応条件
- 温度
- 110 °C
実験手順
A mixture of 1-benzenesulfonyl-1H-indole-5-carbaldehyde CCKXIV (3.671 g, 12.866 mmol) and methyl(triphenylphosphoranylidene)acetate (5.38 g, 16.082 mmol) in toluene (80 mL) was heated to 110° C. for 68 hours. The resulting mixture was concentrated under reduced pressure and the crude residue was purified by flash chromatography (EtOAc/hexane, 20/80 to 35/65) to afford 4.479 g of 3-(1-benzenesulfonyl-1H-indol-5-yl)-acrylic acid methyl ester CCLXV as a white solid in a mixture 10/1 of (E) and (Z) diastereomers.