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Synthesis of quaternary succinimides promoted by Ferric Nitrate
Authors:Cai-Ling Fan  Kuan Hu  Jing-Lin Wang  Xin-Qi Hao  Jun-Jie Wei  Mao-Ping Song  Chao Zheng
Institution:1. The College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, Zhengzhou 450001, People''s Republic of China;2. Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education, Collaborative Innovation Center of Tropical Biological Resources, Hainan Normal University, Hainan Haikou 571158, People''s Republic of China;3. College of Sciences, Henan Agricultural University, Zhengzhou 450002, People''s Republic of China;4. Department of Radiopharmaceuticals Development, National Institute of Radiological Sciences, National Institutes for Quantum and Radiological Science and Technology, Chiba 263-8555, Japan
Abstract:An efficient protocol has been accomplished for the synthesis of quaternary α-aminosuccinimides in toluene medium involving 2-phenylimidazo1, 2-a]pyridine in a one-pot reaction promoted by Ferric Nitrate at 120?°C. The protocol presented herein, is for the first time, via a novel transformation where Ferric Nitrate promotes imidazo1,2-a]pyridine structural metamorphosis to the title compound quaternary succinimides. High compatibility, easy work-up, and excellent yields are the advantages of this protocol. The quaternary α-aminosuccinimides are expected to have great potential in synthesizing quaternary α-amino acids and applications in medicinal chemistry.
Keywords:Non-proteinogenic amino acids  Quaternary α-aminosuccinimides  Structural metamorphosis  Ferric Nitrate
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