Asymmetric NH Insertion of Secondary and Primary Anilines under the Catalysis of Palladium and Chiral Guanidine Derivatives |
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| Authors: | Yin Zhu Prof?Dr Xiaohua Liu Dr Shunxi Dong Yuhang Zhou Wei Li Dr Lili Lin Prof?Dr Xiaoming Feng |
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| Institution: | Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064 (China) |
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| Abstract: | Efficient enantioselective N? H insertion reactions of secondary and primary anilines were catalyzed by palladium(0) in combination with chiral guanidine derivatives. A broad range of substituted anilines were tolerated, and the corresponding products were obtained in high yield (up to 99 %) with good enantioselectivity (up to 94 % ee) under mild reaction conditions. The N? H insertion mechanism was examined by the study of kinetic isotope effects, control experiments, HRMS, and spectroscopic analysis. |
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| Keywords: | α ‐diazoesters guanidine derivatives N H insertion palladium secondary amines |
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