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Citation: Bai-Ling Chen, Zhen Wang, You-Can Zhang, Zhi-Gang Zhao, Zili Chen. Silver-catalyzed three-component reaction of phenyldiazoacetate with arylamine and imine[J]. Chinese Journal of Catalysis, ;2018, 39(10): 1594-1598. doi: 10.1016/S1872-2067(18)63088-8 shu

Silver-catalyzed three-component reaction of phenyldiazoacetate with arylamine and imine

a Department of Chemistry, Renmin University of China, Beijing 100872, China;
b College of Chemistry & Environment Protection Engineering, Southwest University for Nationalities, Chengdu 610041, Sichuan, China

Received Date: 26 March 2018
Revised Date: 23 April 2018

Fund Project: This work was supported by the National Natural Science Foundation of China (21472237).

A new method was developed to diastereoselectively synthesize polysubstituted 1,2-diamine compounds from the reaction of diazoesters with arylamines and diaryl imines by using the dioxazoline ligand L₂-ligated silver catalyst. The Lewis acidity of the silver catalyst affected the different types of substrate diastereoselectivities; It also led to the formation of amine-exchange side products.
- Silver catalysis,
- Carbene transfer reaction,
- Three-component reaction,
- Ammonium ylide,
- Diamine compouds
1. [1]
2. [2]
3. [3]
4. [4]
5. [5]
6. [6]
7. [7]
8. [8]
9. [9]
10. [10]
11. [11]
12. [12]
13. [13]
14. [14]
15. [15]
16. [16]
17. [17]
18. [18]
19. [19]
20. [20]
21. [21]
22. [22]
23. [23]
24. [24]
25. [25]
26. [26]
27. [27]
28. [28]
29. [29]
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