Citation: Xiang Mei Wu, Yan Wang. N-Arylation of azaheterocycles with aryl and heteroaryl halides catalyzed by iminodiacetic acid resin-chelated copper complex[J]. Chinese Chemical Letters, ;2010, 21(1): 51-54. doi: 10.1016/j.cclet.2009.08.012 shu

N-Arylation of azaheterocycles with aryl and heteroaryl halides catalyzed by iminodiacetic acid resin-chelated copper complex

Xiang Mei Wu ,
Yan Wang

College of Chemistry and Life Science, Lishui University, Zhejiang 323000, China

Received Date: 18 May 2009

Fund Project: This work was supported by the Natural Science Foundation of Zhejiang Province (No. Y407240).

Iminodiacetic acid resin-chelated copper(Ⅱ) complex is effective in cross-coupling reactions between azaheterocycles and aryl or heteroaryl halides, providing N>-arylated products in good to excellent yields. The copper catalyst is air stable and can be readily recovered and reused with minimal loss of activity for three runs
- N-Arylation,
- Copper,
- Azaheterocycle,
- Iminodiacetic acid resin
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15. [15]
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17. [17]
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18. [18]
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19. [19]
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20. [20]
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