Chinese Journal of Organic Chemistry >
Microwave-Assisted Synthesis of α-Diazoesters
Received date: 2018-07-20
Revised date: 2018-09-07
Online published: 2018-09-26
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
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
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