Citation: Wang Zhanlin, Li Ruyi, Qian Huimin, Yao Changsheng. Effect of Temperature on N-Heterocyclic Carbene-Catalyzed[3+3] Annulation of α-Bromoenal with Enaminone[J]. Chinese Journal of Organic Chemistry, ;2019, 39(7): 2075-2083. doi: 10.6023/cjoc201901052 shu

Effect of Temperature on N-Heterocyclic Carbene-Catalyzed[3+3] Annulation of α-Bromoenal with Enaminone

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: 30 January 2019
Revised Date: 13 March 2019
Available Online: 21 July 2019
Fund Project: the National Natural Science Foundation of China 21372101the National Natural Science Foundation of China 21871113Project supported by the National Natural Science Foundation of China (Nos. 21871113, 21372101)

Figures(7)

The regioselectivity of N-heterocyclic carbene (NHC)-catalyzed[3+3] annulation of α-bromoenal with enaminone is dependent on the temperature. The reactions performed at 35℃ could regiospecifically give the derivatives of fused pyranone instead of previously reported quinolones, which provided a new shortcut to pyranone with mild reaction condition, broad substrate scope, high yields and operational simplicity.
- N-heterocyclic carbene (NHC),
- α-bromoenal,
- enaminone,
- [3+3]annulation
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