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Novel synthesis of o-naphthothiophenequinone derivatives via regioselective Diels-Alder reaction
Authors:Yu-Dong Shen  Hai-Qiang Wu  Xian-Zhang Bu  Lin-Kun An  Pei-Qing Liu  Yue-Ming Li
Institution:a School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou 510275, China
b School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China
c Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Kowloon, Hong Kong, China
Abstract:A novel procedure to construct o-naphthothiophenequinones has been achieved from readily available o-benzothiophenquinones and N-dienes via Diels-Alder reaction-aromatization sequence as key steps. The absolute regioselectivity was established via Diels-Alder reaction of o-benzothiophenquinones with rich electron N-dienes.
Keywords:o-Naphthothiophenequinone  IBX  Diels-Alder  Regioselectivity
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