高等学校化学学报

高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (S1): 373.

• Organometallic Chemistry • 上一篇    下一篇

Study on the Reaction of α-Ketohemithioacetal

Jian Ping ZOU, Run Sheng ZENG, Li Hua QIU, Bei Zhao, Ke Qian Chen   

  1. Department of Chemistry, Suzhou University, Suzhou 215006, Jiangsu
  • 出版日期:1998-12-31 发布日期:1998-12-31

Study on the Reaction of α-Ketohemithioacetal

Jian Ping ZOU, Run Sheng ZENG, Li Hua QIU, Bei Zhao, Ke Qian Chen   

  1. Department of Chemistry, Suzhou University, Suzhou 215006, Jiangsu
  • Online:1998-12-31 Published:1998-12-31

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摘要： Aromatic α-sulfinyl carboxylic acids can be rearranged to hemithioacetals or other derivatives of glyoxylic acid under the action of acid reagents was first reported by Pummerer1. Later, Russell and coworkers applied this rearrangement to β-ketosulfoxides, synthesized α-ketohemithioacetal2, which can be transformed to α-keto alcohol, α-keto aldehyde and α-hydroxy alcohol, α-hydroxy acid3. Furthermore, Hall and Poet reported that α-ketohemithio-acetal can be rearranged to the corresponding α-hydroxythioester in the presence of magnesium nitrate and sodium acetate or tertiary amine4. However, few reports of reaction of α-ketohemithioacetal can be seen in literature.

Abstract: Aromatic α-sulfinyl carboxylic acids can be rearranged to hemithioacetals or other derivatives of glyoxylic acid under the action of acid reagents was first reported by Pummerer1. Later, Russell and coworkers applied this rearrangement to β-ketosulfoxides, synthesized α-ketohemithioacetal2, which can be transformed to α-keto alcohol, α-keto aldehyde and α-hydroxy alcohol, α-hydroxy acid3. Furthermore, Hall and Poet reported that α-ketohemithio-acetal can be rearranged to the corresponding α-hydroxythioester in the presence of magnesium nitrate and sodium acetate or tertiary amine4. However, few reports of reaction of α-ketohemithioacetal can be seen in literature.

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