Assembly of fluorinated benzodiazepines via Rh(iii)-catalysed [5+2] annulation of N-benzo[d]imidazole indolines with 2,2-difluorovinyl tosylate

作者：Liu, Fu-Xiaomin; Chen, Weijie; Ma, Lei; Cheng, Kui^*; Zhou, Zhi^*; Yi, Wei^*

来源：New Journal of Chemistry, 2023, 47(27): 12589-12594.

DOI：10.1039/d3nj01544k

• C-H ACTIVATION
• DIVERSE SYNTHESIS
• DERIVATIVES
• KETONES
• ACCESS
• AMIDES

Herein, we have realized an efficient and solvent-tunable Rh(iii)-catalyzed [5+2] annulation of N-benzo[d]imidazole indolines with 2,2-difluorovinyl tosylate that presented an unusual 1,2-regioselectivity for the chemodivergent construction of monofluorinated and gem-difluorinated benzodiazepines, which are defined as potent anti-tumor agents against different cancer cell lines. In general, this work provides a powerful complement to both C-H activation chemistry and anti-tumor lead discovery.

• 单位
  广州医学院; 南方医科大学; 5