Microwave-Assisted Synthesis of α-Diazoesters

doi:10.6023/cjoc201807031

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. Baell^a, 于杨^b, 黄菲^a

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 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 Xiangyan^a, Zhang Zhipeng^a, Huang He^a, Baell Jonathan B.^a, Yu Yang^b, Huang Fei^a

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 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).

1. Microwave-Assisted Synthesis of α-Diazoesters.PDF(1255KB)

Abstract

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

Cite this article

Yi Xiangyan, Zhang Zhipeng, Huang He, Baell Jonathan B., Yu Yang, Huang Fei. Microwave-Assisted Synthesis of α-Diazoesters[J]. Chin. J. Org. Chem., 2019, 39(2): 544-549.

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微波辅助α-重氮酯类化合物的快速合成

Microwave-Assisted Synthesis of α-Diazoesters

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