Fused multifunctionalized bridge aromatic hydrocarbons from in situ-generated arynes and anthracene derivatives |
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| Institution: | 1. Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Sichuan Engineering Laboratory for Plant-Sourced Drug and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China;2. Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China;3. Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla 92093-0934, United States;1. Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China;2. Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, Qingdao 266237, China;1. School of Pharmacy, Guizhou University of Traditional Chinese Medicine, Guiyang 550025, China;2. Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, Shanghai 200062, China;1. Chinese Academy of Sciences Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Shanghai 201203, China;2. State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191, China;3. University of Chinese Academy of Sciences, Beijing 100049, China;4. School of Pharmaceutical Science, Shanxi Medical University, Taiyuan 030001, China |
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| Abstract: | This study presents a facile strategy for the formation of highly substituted butterfly 1,4-adducts/9,10-adducts via the Diels–Alder reaction of benzyne intermediates. The method achieves very good to excellent yields of the respective anthracene derivatives under mild conditions. This practical protocol is compatible with a variety of sensitive functional groups and provides access to difunctionalized bridge 1,4-adducts/9,10-adducts. |
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| Keywords: | Bridge aromatics HDDA reaction Benzynes Anthracene |
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