Castro-Stephens偶联反应

  • A+

芳卤与炔铜在沸腾的吡啶中偶联,合成芳基炔烃。本反应需用化学计量的铜,而Sonogashira偶联反应改进后只需催化量钯和铜。




反应机理




反应实例






参考文献


1. (a) Castro, C. E.; Stephens, R. D. J. Org. Chem. 1963, 28, 2163. Castro and Stephens worked in the Department of Nematology and Chemistry at University of California, Riverside. (b) Stephens, R. D.; Castro, C. E. J. Org. Chem. 1963, 28, 3313–3315.

2. Clark, R. L.; Pessolano, A. A.; Witzel, B.; Lanza, T.; Shen, T. Y.; Van Arman, C. G.; Risley, E. A. J. Med. Chem. 1978, 21, 1158–1162.

2. Coleman, R. S.; Garg, R. Org. Lett. 2001, 3, 3487–3490.

3. Rawat, D. S.; Zaleski, J. M. Synth. Commun. 2002, 32, 1489–1494.

4. Bakunova, A.; Bakunov, S.; Wenzler, T.; Barszcz, T.; Werbovetz, K.; Brun, R.; Hall, J.; Tidwell, R. J. Med. Chem. 2007, 50, 5807–5823.

5. Wang, Z.-L.; Zhao, L.; Wang, M.-X. Org. Lett. 2012, 14, 1472–1475.


本文来自  Name Reactions:A Collection of Detailed Mechanisms

and Synthetic Applications--Fifth Edition


weinxin
我的微信
关注我了解更多内容

发表评论

目前评论:0