meta -Nitration of Pyridines and Quinolines through Oxazino Azines

Meta-Nitration of azines (pyridines and quinolines) serves as a powerful method for the prompt construction and derivatization of several pharmaceuticals, agrochemicals, and materials. However, due to the inherent electronic properties of pyridines, achieving direct selective meta–C–H nitration under mild conditions has been a long-standing challenge in synthetic chemistry. Currently, there is no adequate strategy for late-stage meta–C–H nitration of pyridine-containing drugs and drug precursors. To address this void, we introduce a practical protocol for the highly regioselective meta-nitration of pyridines using a dearomatization-rearomatization strategy. The introduced method provides a diversification…

• DF
  Deutsche Forschungsgemeinschaft

  Award: STU 280/31-1
• WW
  Westfälische Wilhelms-Universität Münster