Citation: Sheng Mei Guo, Chen Liang Deng, Jin Heng Li. Cu(OAc)₂ catalyzed Sonogashira cross-coupling reaction in amines[J]. Chinese Chemical Letters, ;2007, 18(1): 13-16. doi: 10.1016/j.cclet.2006.11.019 shu

Cu(OAc)₂ catalyzed Sonogashira cross-coupling reaction in amines

Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China

Received Date: 15 May 2006

Fund Project: The authors thank Fok Ying Dong Education Foundation (No. 101012), the Key Project of Chinese Ministry of Education (No. 206102), Scientific Research Fund of Hunan Provincial Education Department (No. 05B038) and the NNSF of China (Nos. 20572020 and 20202002) for financial support.

A simple Cu(OAc)₂ catalyzed Sonogashira coupling protocol is presented. It was found that the couplings of a variety of aryl halides with terminal alkynes were conducted smoothly to afford the corresponding desired products in moderate to excellent yields, using Cu(OAc)₂ as the catalyst and Et₃N as the solvent.
- Cu(OAc)₂,
- Sonogashira cross-coupling reaction,
- Aryl halide,
- Alkyne
1. [1]
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2. [2]
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3. [3]
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4. [4]
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5. [5]
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6. [6]
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7. [7]
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8. [8]
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9. [9]
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10. [10]
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11. [11]
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12. [12]
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13. [13]
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14. [14]
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15. [15]
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16. [16]
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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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