Cyclization of 5-hexynoic acid to 3-alkoxy-2-cyclohexenones
oleh: Anne T. Hylden, Eric J. Uzelac, Zeljko Ostojic, Ting-Ting Wu, Keely L. Sacry, Krista L. Sacry, Lin Xi, T. Nicholas Jones
| Format: | Article |
|---|---|
| Diterbitkan: | Beilstein-Institut 2011-09-01 |
Deskripsi
The one-pot cyclization of 5-hexynoic acid to produce 3-alkoxy-2-cyclohexenones proceeds in good yields (58–90%). 3-Hexynoic acid was converted to its acyl chloride with the aid of oxalyl chloride and was cyclized to 3-chloro-2-cyclohexenone upon addition of indium(III) chloride. Subsequent addition of alcohol nucleophiles led to the desired 3-alkoxy-2-cyclohexenones.