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An efficient route to aminoanthraquinones and derivatives via a diels-alder reaction.
Affiliation:1. Department of Applied Chemistry, College of Engineering, Chubu University, Kasugai, Aichi 487-8501, Japan;2. Tokai Medical Products, Inc., Taraga-cho, Kasugai, Aichi 486-0808, Japan;1. Department of Chemistry, School of Science, King Mongkut''s Institute of Technology Ladkrabang, Chalongkrung Road, Ladkrabang, Bangkok, 10520, Thailand;2. Integrated Applied Chemistry Research Unit, School of Science, King Mongkut''s Institute of Technology Ladkrabang, Chalongkrung Road, Ladkrabang, Bangkok, 10520, Thailand;3. National Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Phaholyothin Road, Khlong Luang, Pathum Thani, 12120, Thailand;4. National Biobank of Thailand (NBT), National Science and Technology Development Agency (NSTDA), Thailand Science Park, Phaholyothin Road, Khlong Luang, Pathum Thani, 12120, Thailand;1. Department of Chemistry and Biological Science, College of Science and Engineering, Aoyama Gakuin University, 5-10-1 Fuchinobe, Chuo-ku, Sagamihara, Kanagawa 252-5258, Japan;2. Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of Technology, 2-12-1-E4-1 O-okayama, Meguro-ku, Tokyo 152-8552, Japan
Abstract:Cycloadditions of (E)-1-N-carbobenzoxyamino-1,3-butadiene to naphtoquinones followed by aromatization of the adducts and deprotection of the amino group afford regioselective syntheses of −5 and −8 substituted aminoanthraquinones.
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