Rh(II)-catalyzed intermolecular carboamination of pyridines via double Csp2-H bond activations

作者：Luo, Zhongfeng; Jiang, Jingxing; Zou, Lifang; Zhou, Xiaoyu; Liu, Junshan^*; Ke, Zhuofeng^*; Chen, Fengjuan^*; Jiang, Huanfeng; Zeng, Wei^*

来源：Science China Chemistry, 2023.

DOI：10.1007/s11426-023-1785-1

• Rh-catalysis
• azaindoles
• pyridyl Csp(2)-H bond
• carboamination
• coupling-cyclization

We disclose the development of the Rh-catalyzed amine-directed remote 5,6-carboamination protocol of pyridines via dual Csp(2)-H functionalizations. A variety of readily available 2-aminopyridines and 1,2,3-triazoles are allowed for coupling cyclization to access polyfunctionalized azaindoles. Mechanistic studies including DFT calculations unveil that relay carbenoid-electrophilic addition to pyridines and the sequential pyridyl Csp(2)-H amination are involved in this transformation. The post-synthetic utility of this methodology is showcased by versatile and site-selective modification of azaindoles.

• 单位
  南方医科大学; 中山大学