Citation: Zhao Yu, Tang Bo, Liu Xinlei, Li Wanzhen, Huang Mingyi, Wang Ming'an. Regioselective Preparation of Enaminone via Enol Methyl Ether of 3-Acetyl-2-butenolide and Different Amines[J]. Chinese Journal of Organic Chemistry, ;2017, 37(4): 975-986. doi: 10.6023/cjoc201611013 shu

Regioselective Preparation of Enaminone via Enol Methyl Ether of 3-Acetyl-2-butenolide and Different Amines

Department of Applied Chemistry, China Agricultural University, Beijing 100193

Corresponding author: Wang Ming'an, wangma@cau.edu.cn
Received Date: 10 November 2016
Revised Date: 14 December 2016

Fund Project: the National Natural Science Foundation of China 21172254the National Key Technologies R & D Program of China 2011BAE06B04

Figures(6)

The regioselective addition-elimination of 3-acetyl-4-methoxy-2-butenolide and 3-(1-methoxy ethylidene) furan-2, 4-dione having enol ether with different amines yielded novel stable enaminone derivatives in ethanol solution. Their structures were elucidated by ¹H NMR, ¹³C NMR, HRMS and X-ray diffraction data. Among of them, the Z/E isomers were observed for 3-(1-aminoethylidene)-furan-2, 4-dione. The structures of byproducts for preparing intermediates and title compounds were also characterized.
- 3-acetyl-4-methoxy-2-butenolide,
- 3-(1-methoxyethylidene)-furan-2, 4-dione,
- addition-elimination,
- enaminone
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