Readily Removable Directing Group Assisted Chemo‐ and Regioselective C(sp3)H Activation by Palladium Catalysis |
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Authors: | Yun‐Fei Zhang Prof?Dr Hong‐Wei Zhao Hui Wang Jiang‐Bo Wei Prof?Dr Zhang‐Jie Shi |
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Affiliation: | 1. Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering and Green Chemistry Center, Peking University, Beijing, 100871 (China);2. College of Chemistry and Chemical Engineering, Shanxi University, Shanxi, 030006 (China);3. State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032 (China) |
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Abstract: | Currently used directing groups for selective aliphatic β‐functionalization of carbonyl compounds show excellent reactivity and selectivity with an amide as a linker. Described herein is 2‐piconimide, used for the first time with commercially available 2‐picolinamide/2‐picolic acid as precursors, to direct C? H arylation/alkenylation by palladium catalysis. The directing group is essential for promoting the sequnetial primary and secondary C(sp3)? H arylation with different aryl iodides in one substrate. The directing group was easily removed under simple reaction conditions at room temperature. |
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Keywords: | arenes C H activation palladium silver synthetic methods |
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