Citation: Liu Wenzhu, Dou Lijuan, Mu Weihua. Recent Progress on[3+2] Ring-Expansion Reaction of Cyclopropane with Unsaturated Compounds[J]. Chinese Journal of Organic Chemistry, ;2020, 40(5): 1150-1176. doi: 10.6023/cjoc201910019 shu

Recent Progress on[3+2] Ring-Expansion Reaction of Cyclopropane with Unsaturated Compounds

Faculty of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500

Corresponding author: Mu Weihua, weihua_mu@ynnu.edu.cn
Received Date: 13 October 2019
Revised Date: 23 December 2019
Available Online: 15 January 2020
Fund Project: the National Natural Science Foundation of China 21763033Project supported by the National Natural Science Foundation of China (Nos. 21763033, 21363028)the National Natural Science Foundation of China 21363028

Figures(51)

Due to its high ring strain, cyclopropanes can react with a variety of unsaturated compounds to construct five- membered carbo- and hetero-cycles through[3+2] ring-expansion reaction. These five-membered compounds are key skeletons of many drugs, natural products and bioactive molecules, and are also an important class of organic intermediates which have wide applications in medicine, agriculture, chemical engineering, organic synthesis and other related areas. Recently, more and more chemists have constructed a lot of complex five-membered carbo- and hetero-cycles by using cyclopropane as a three-carbon synthon, which has promoted the rapid development of focus area. This review summarizes the most recent [3+2] ring-expansion reaction of cyclopropanes with compounds containing unsaturated bonds such as olefins, aldehydes, ketones and nitriles in the past decade. Moreover, the prospects of future development are also discussed.
- cyclopropane,
- unsaturated bond,
- [3+2]ring-expansion reaction,
- five-membered ring
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沈阳化工大学材料科学与工程学院沈阳 110142