Kochi脱羧氯代反应

  • 801
  • A+

此反应是Hunsdiecker反应反应的改进法。羧酸在四乙酸铅和氯化锂作用下加热脱羧氯代得到氯化烷烃的反应。反应中四乙酸铅和氯化锂反应生成氯气,直接进行反应。


反应机理

和Hunsdiecker反应反应类似,也是自由基机理。


反应操作

Cyclobutyl chloride (2). To a solution of cyclobutanecarboxylic acid 1 (100 mg, 10 mmol) in PhH (10 mL) was added Pb(OAc)4 (2 g, 4.5 equiv) and the mixture was stirred at 20  ℃ until it became homogeneous. Anh LiCl (240.4 mg, 6.2 mmol) was added under N2 and the mixture was heated at 81 ℃. Workup afforded 90.5 mg of 2 (100%).

【Kochi JK, J Org Chem.1965, 30, 3265】


相关文献

1 Kochi JK J Org Chem 1965 30 3265

2R Kochi JK Org React 1972 19 326

3 Grob CA Synthesis 1973 493

4 Roy S Steroids 1982 39 537

5 Kapustina NI Russ Chem Bull Int 2004 53 2200


编译自:Organic Syntheses Based On Name Reactions, 3RdEd, A. Hassner, Page 263-264.



weinxin
我的微信
关注我了解更多内容

发表评论

目前评论: