FeCl2-Promoted Cleavage of the Unactivated CC Bond of Alkylarenes and Polystyrene: Direct Synthesis of Arylamines†
Chong Qin
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/nj
Search for more papers by this authorTao Shen
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/nj
Search for more papers by this authorConghui Tang
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/nj
Search for more papers by this authorCorresponding Author
Dr. Ning Jiao
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/nj
State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032 (China)
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/njSearch for more papers by this authorChong Qin
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/nj
Search for more papers by this authorTao Shen
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/nj
Search for more papers by this authorConghui Tang
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/nj
Search for more papers by this authorCorresponding Author
Dr. Ning Jiao
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/nj
State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032 (China)
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191 (China) http://sklnbd.bjmu.edu.cn/njSearch for more papers by this authorFinancial support from the National Basic Research Program of China (973 Program) (Grant No. 2009CB825300) and the National Science Foundation of China (Nos. 20872003, 21172006) are greatly appreciated. We thank Yijin Su and Yuepeng Yan in our group for reproducing the results of polystyrene.
Graphical Abstract
Ironing it out: An efficient and convenient nitrogenation strategy involving CC bond cleavage for the straightforward synthesis of versatile arylamines is presented. Various alkyl azides and alkylarenes, including the common industrial by-product cumene, react using this protocol. Moreover, this method provides a potential strategy for the degradation of polystyrene.
Supporting Information
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