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Direct benzylic functionalization of pyridines:Palladium-catalyzed mono-α-arylation of α-(2-pyridinyl)acetates with heteroaryl halides
引用本文:Chaochao Jin,Kun Xu,Xiao Fan,Changyao Liu,Jiajing Tan. Direct benzylic functionalization of pyridines:Palladium-catalyzed mono-α-arylation of α-(2-pyridinyl)acetates with heteroaryl halides[J]. 中国化学快报, 2020, 31(1): 91-94. DOI: 10.1016/j.cclet.2019.06.028
作者姓名:Chaochao Jin  Kun Xu  Xiao Fan  Changyao Liu  Jiajing Tan
作者单位:Department of Organic Chemistry, College of Chemistry, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China;; College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, China;; School of Food and Chemical Engineering, Beijing Technology and Business University, Beijing 100048, China
基金项目:Tan is grateful to the support by the National Natural Science Foundation of China (No. 21702013), Beijing Natural Science Foundation (No. 2184115) and the Fundamental Research Funds from the Central Universities (Nos. XK1802-6, buctrc201721) in Beijing University of Chemical Technology.
摘    要:Herein,we report a Pd-catalyzed mono-a-arylation reaction for pyridine benzylic functionalization.This approach serves as an efficient alternative to synthesize di-heteroaryl acetates in good yields and selectivities.Moreover,the method is applicable to heteroa ryl substrate combinations,and exhibits great functional group tolerance.A streamlined protocol also enables the rapid synthesis of diheteroaryl ketones.The synthetic value was also demonstrated by scale-up experiments.

关 键 词:α-Arylation  Palladium  HETEROCYCLES  PYRIDINES  CROSS-COUPLING
收稿时间:2019-04-09

Direct benzylic functionalization of pyridines: Palladiumcatalyzed mono-α-arylation of α-(2-pyridinyl)acetates with heteroaryl halides
Chaochao Jin,Kun Xu,Xiao Fan,Changyao Liu,Jiajing Tan. Direct benzylic functionalization of pyridines: Palladiumcatalyzed mono-α-arylation of α-(2-pyridinyl)acetates with heteroaryl halides[J]. Chinese Chemical Letters, 2020, 31(1): 91-94. DOI: 10.1016/j.cclet.2019.06.028
Authors:Chaochao Jin  Kun Xu  Xiao Fan  Changyao Liu  Jiajing Tan
Affiliation:Department of Organic Chemistry, College of Chemistry, Beijing Advanced Innovation Center for Soft Matter Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China; College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, China; School of Food and Chemical Engineering, Beijing Technology and Business University, Beijing 100048, China
Abstract:Herein, we report a Pd-catalyzed mono-α-arylation reaction for pyridine benzylic functionalization. This approach serves as an efficient alternative to synthesize di-heteroaryl acetates in good yields and selectivities. Moreover, the method is applicable to heteroaryl substrate combinations, and exhibits great functional group tolerance. A streamlined protocol also enables the rapid synthesis of diheteroaryl ketones. The synthetic value was also demonstrated by scale-up experiments
Keywords:α-Arylation  Palladium  Heterocycles  Pyridines  Cross-coupling  
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