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Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (1): 209-212.DOI: 10.6023/cjoc201604045 Previous Articles     Next Articles

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Cu+/I2共同催化的Blaise反应

王嫘a,b, 梁玉霞a,b, 张宝a,c, 冯亚青a,b,c   

  1. a 天津大学化工学院 天津 300072;
    b 天津大学 天津化工协同创新中心 天津 300072;
    c 天津市功能精细化学品技术工程中心 天津 300072
  • 收稿日期:2016-04-21 修回日期:2016-07-07 发布日期:2016-09-06
  • 通讯作者: 张宝 E-mail:baozhang@tju.edu.cn
  • 基金资助:

    天津市科技创新平台计划（No. 14TXGCCX00017）资助项目.

Blaise Reaction Co-catalyzed by I2 and Cu+

Wang Leia,b, Liang Yuxiaa,b, Zhang Baoa,c, Feng Yaqinga,b,c   

  1. a School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072;
    b Collaborative Innovation Center of Chemical Science and Engineering, Tianjin University, Tianjin 300072;
    c Tianjin Engineering Research Center of Functional Fine Chemicals, Tianjin 300072
  • Received:2016-04-21 Revised:2016-07-07 Published:2016-09-06
  • Supported by:

    Project supported by the Innovation Platform Program of Tianjin Science and Technology(No. 14TXGCCX00017).

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The yield of Blaise reaction of trimethylsilyl protected(S)-4-chloro-3-hydroxylbutyronitrile with tert-butyl bromo zinc acetate is improved nearly 20% by using Cu+ or I2 as a single catalyst.Interestingly,when Cu+ and I2 were used as the co-catalyst,the reaction yield was further improved from 72.1% to 97.0%.These results,which were reasonably explained via the reaction mechanism,not only indicate that the Blaise reaction can be applied more widely,but also provide a simple route for the preparation of the side chain of rosuvastatin and atorvastatin.Moreover,this optimized Blaise reaction provides a new insight into the C-C bond formation.

Key words: Blaise reaction, catalyst, side chain of rosuvastatin