Citation: Yi Xiangyan, Zhang Zhipeng, Huang He, Baell Jonathan B., Yu Yang, Huang Fei. Microwave-Assisted Synthesis of α-Diazoesters[J]. Chinese Journal of Organic Chemistry, ;2019, 39(2): 544-549. doi: 10.6023/cjoc201807031 shu

Microwave-Assisted Synthesis of α-Diazoesters

a.
College of Pharmaceutical Sciences, Nanjing Tech Univesity, Nanjing 211816
b.
School of Environmental and Engineering, Nanjing Tech University, Nanjing 211816

Corresponding author: Yu Yang, yuyang19880421@yeah.net Huang Fei, huangfei0208@yeah.net
Received Date: 20 July 2018
Revised Date: 7 September 2018
Available Online: 26 February 2018
Fund Project: the Jiangsu Synergetic Innovation Center for Advanced Bio-manufacture XTC1810Project 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)the Jiangsu Synergetic Innovation Center for Advanced Bio-manufacture XTE1850the Program for Innovative Research Team in Universities of Jiangsu Province 2015

Figures(4)

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.
- microwave-assisted,
- α-diazoester,
- green chemistry
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