A fortuitously straightforward synthesis of 4-acetoxy-2-propyltetrahydrothiophene

作者：Ma, Bianbian; Yang, Shaoxiang; Tao, Feiyan; Sun, Baoguo; Liu, Yongguo; Tian, Hongyu^*

来源：Journal of Chemical Research, 2015, 39(12): 724-726.

DOI：10.3184/174751915X14476078040135

• 1-hepten-4-ol
• 1,2-epoxy-4-heptanol
• 1,2-epoxy-4-heptyl mesylate
• 4-acetoxy-2-propyltetrahydrothiophene
• thioacetate

4-Acetoxy-2-propyltetrahydrothiophene was synthesised from 1-hepten-4-ol by a three-step route involving epoxidation and mesylation to 1,2-epoxy-4-heptyl mesylate and then reaction with thioacetate. An acetoxylated cyclic product was formed instead of the expected thioacetate, and a mechanism for its formation using an intramolecular transesterification is proposed.

• 出版日期2015-12
• 单位北京工商大学