The unique regioselectivity in the formation of disubstituted-1,4-benzoquinones generated from the reaction of 4-hydroxycoumarins with 1,4-benzoquinone |
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Authors: | Sheng-Ling Zhang Zhi-Shu Huang Yu-Dong Shen Jun-Hua Yao Albert S.C. Chan Lian-Quan Gu |
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Affiliation: | a School of Pharmaceutical Science, Sun Yat-Sen University, Guangzhou 510275, People’s Republic of China b Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Kowloon, Hong Kong c Department of chemistry, Shaoguan College, Shaoguan 512005, People’s Republic of China |
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Abstract: | The 2,3-disubstituted 1,4-benzoquinones were synthesized through the regioselective addition of 4-hydroxycoumarins with 1,4-benzoquinone in aqueous acetone, which were different from 2,5-disubstituted adducts generated by the previously reported reaction of compounds possessing an activated methylene with 1,4-benzoquinone. |
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Keywords: | 4-Hydroxycoumarins 1,4-Benzoquinone Michael addition |
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