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Site-selective Csp3-H aryloxylation of natural product Tanshinone IIA and its analogues
Authors:Bing Liang  Shujuan Yu  Jie Li  Fan Wang  Gaolin Liang  Ao Zhang  Chunyong Ding
Institution:1. Nano Science and Technology Institute, University of Science and Technology of China, Suzhou 215123, China;2. ShanghaiTech University, Shanghai 20120, China;3. CAS Key Laboratory of Receptor Research, Synthetic Organic & Medicinal Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China;4. University of Chinese Academy of Sciences, Beijing 100049, China
Abstract:A novel catalyst-free Csp3-H aryloxylation approach allowing for rapid installation of a wide range of aryloxyl groups regioselectively at the C-4 position of Tanshinone IIA under simple and mild conditions was developed. This unique protocol exhibited atom-/step-economy, low cost, high efficiency and robust functional-group tolerance, which will greatly facilitate to diversify the A-ring of the bioactive natural product.
Keywords:Natural product  Tanshinone IIA  Chemical modification  Aryloxylation  C-H activation
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