Citation: Li Sha, Yang Wenhan, Luo Xian, Yao Changsheng. An Efficient N-Heterocyclic Carbene (NHC)-Catalyzed Synthesis of Polysubstituted Cyclopentene[J]. Chinese Journal of Organic Chemistry, ;2019, 39(5): 1404-1410. doi: 10.6023/cjoc201812035 shu

An Efficient N-Heterocyclic Carbene (NHC)-Catalyzed Synthesis of Polysubstituted Cyclopentene

Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou 221116

Corresponding author: Yao Changsheng, csyao@jsnu.edu.cn
Received Date: 19 December 2018
Revised Date: 9 January 2019
Available Online: 18 May 2019
Fund Project: the National Natural Science Foundation of China 21871113Project supported by the National Natural Science Foundation of China (Nos. 21871113, 21372101)the National Natural Science Foundation of China 21372101

Figures(5)

An one-pot, cascade assembly of polysubstituted cyclopentene was realized via the N-heterocyclic carbene (NHC)-catalyzed annulation of the in situ activated α, β-unsaturated carboxylic acid with 2-(2-oxo-2-arylethyl)malononitrile through the sequence of Michael addition, aldol condesation and decarboxylation. This method could serve as a new attractive strategy for the practical syntheses of multi-functionalized cyclopentene derivatives with broad substrate scope, readily availability of starting materials, mild reaction conditions, excellent yields and operational simplicity.
- N-heterocyclic carbene (NHC),
- α, β-unsaturated carboxylic acid,
- 2-(2-oxo-2-arylethyl)malononitrile,
- poly-substituted cyclopentene,
- cascade reaction
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