1. Cyanomethylation Jian-Zhou Huang 2013-07-06

2.  Intrduction  Basic phosphine and NHC  Catalyted by metal Ruthenium Copper Palladium Nickel  Decarboxylative Reaction  Cross-coupling  Conclusion Contents

3. Intrduction: pK a

4. Basic phosphine and NHC

5. Ruthenium

7. Copper

10. Lewis acid/hard Brønsted base/hard Shibasaki. J. Am. Chem. Soc. 2009,131, 3195

11. Lewis acid/hard Brønsted base/hard Lewis base Shibasaki, M. J. Am. Chem. Soc. 2010,132, 5522

13. mechanism

14. 31 P NMR spectra

16. K. J. Szabo, Org. Lett. 2008, 10, 2881 Palladium-pincer ligand

18. Norio Shibata, Adv. Synth. Catal. 2011, 353, 3385

19. aza-MBH

20. Nickel Chem. Commun., 2005, 4450

21. Base-Free Conditions

22. Decarboxylative MannichReaction

26. Cross coupling

27. Conclusion (1) 反应类型比较少，大部分仍需要加入强碱； (2 ）不对称的反应较少 (3) 反应体系复杂，添加剂多 (4) 需要活化基团活化，原子经济性差。

28. Thank You!