Citation: Acid Wang Weiwei, Zhao Yu, Liu Xinlei, Geng Rui, Wang Mingan. Synthesis of (E)-3-Aryl-7-methylocta-2, 6-dienoic Acid via Stereoselective Mizoroki-Heck Arylation of (E)-7-Methylocta-2, 6-dienoic[J]. Chinese Journal of Organic Chemistry, ;2019, 39(4): 1129-1135. doi: 10.6023/cjoc201809018 shu

Synthesis of (E)-3-Aryl-7-methylocta-2, 6-dienoic Acid via Stereoselective Mizoroki-Heck Arylation of (E)-7-Methylocta-2, 6-dienoic

Department of Applied Chemistry, China Agricultural University, Beijing 100193

Corresponding author: Wang Mingan, wangma@cau.edu.cn
Received Date: 12 September 2018
Revised Date: 18 October 2018
Available Online: 5 April 2018
Fund Project: the National Natural Science Foundation of China 21772229Project supported by the National Natural Science Foundation of China (No. 21772229)

Figures(5)

Stereoselective Mizoroki-Heck arylation of (E)-7-methylocta-2, 6-dienoic acid with aryl iodide catalyzed by Pd(OAc)₂ and P(o-MeC₆H₄)₃ was optimized, and the yields were improved under the condition of excess Et₃N both as the base and solvent with reduced amount of catalysts. Twenty (E)-3-aryl-7-methylocta-2, 6-dienoic acids were directly synthesized via Mizoroki-Heck arylation in 37%~68% isolated yields at reflux temperature. Their structures were characterized by IR, ¹H, ¹³C NMR, HR-ESI-MS data and X-ray diffraction.
- (E)-3-aryl-7-methylocta-2, 6-dienoic acid,
- Mizoroki-Heck arylation,
- configuration,
- synthesis
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