Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 544-549.DOI: 10.6023/cjoc201807031 Previous Articles     Next Articles

Notes

微波辅助α-重氮酯类化合物的快速合成

易享炎a, 张志朋a, 黄和a, Jonathan B. Baella, 于杨b, 黄菲a   

  1. a 南京工业大学药学院 南京 211816;
    b 南京工业大学环境科学与工程学院 南京 211816
  • 收稿日期:2018-07-20 修回日期:2018-09-07 出版日期:2019-02-25 发布日期:2018-09-26
  • 通讯作者: 于杨, 黄菲 E-mail:yuyang19880421@yeah.net;huangfei0208@yeah.net
  • 基金资助:

    江苏省先进生物制造创新中心(Nos.XTE1850,XTC1810)和江苏高校优秀科技创新团队计划(2015)资助项目.

Microwave-Assisted Synthesis of α-Diazoesters

Yi Xiangyana, Zhang Zhipenga, Huang Hea, Baell Jonathan B.a, Yu Yangb, Huang Feia   

  1. a College of Pharmaceutical Sciences, Nanjing Tech Univesity, Nanjing 211816;
    b School of Environmental and Engineering, Nanjing Tech University, Nanjing 211816
  • Received:2018-07-20 Revised:2018-09-07 Online:2019-02-25 Published:2018-09-26
  • Contact: 10.6023/cjoc201807031 E-mail:yuyang19880421@yeah.net;huangfei0208@yeah.net
  • Supported by:

    Project supported by the Jiangsu Synergetic Innovation Center for Advanced Bio-manufacture (Nos. XTE1850, XTC1810) and the Program for Innovative Research Team in Universities of Jiangsu Province (2015).

Shorter reaction times, higher product yields and enhanced selectivity are some of the outstanding advantages over conventional methods that the microwave-assisted organic synthesis possesses, which makes this methods develop into a significant mainstream both in industrial usages and academic researches. Microwave-assisted organic synthesis as a new protocol for green chemistry showcases the application of microwave heating in a number of areas of preparative chemistry as well as in the biosciences. Many name reactions can be performed by microwave-assisted, including the Diels-Alder reaction, the Witting reaction, the Heck reaction and the Mannich reaction. Meanwhile, α-diazoester was already a mature science 20 years ago, some areas that continue to attract the most attention are preparation of diazoester substrates, such as the Wolff rearrangement, C-H insertion, N-H insertion, Si-H insertion and so on. Therefore, it is necessary to develop a green and efficient method for the preparation of α-diazoester. Herein a new method of microwave-assisted synthesis of α-diazoesters compounds from 2-phenylacetates and tosyl azide in 30 min is described. The protocol provides a quick, efficient and green approach to various α-diazoesters compounds with up to 90% isolated yields and a broad range of functional groups.

Key words: microwave-assisted, α-diazoester, green chemistry