Ni-catalyzed C-F activation to construct C-P bond with P-P(O) and P(O)OR mediation

Here we developed an efficient Ni-catalyzed C-F bond phosphorylation of aryl fluorides via the crucial intermediates of P-P(O) and P(O)OR. P-P(O) mediated organophosphorus generation is observed for active aryl fluorides, whereas inactive aryl fluorides can also be activated and phosphorylated via a P(O)OR-mediated pathway, which is barely reported yet. Facile scale-up to the gram level and the upgrading of the bioactive molecule make this protocol to have promising applications in synthetic chemistry.

Automated summary

In this study, we developed an efficient Ni-catalyzed C-F bond phosphorylation of aryl fluorides using the intermediates of P-P(O) and P(O)OR. We observed that active aryl fluorides can generate organophosphorus compounds via P-P(O) mediation, while inactive aryl fluorides can also be activated and phosphorylated through a P(O)OR-mediated pathway, which has been rarely reported. The scalability to gram level and the possibility of upgrading bioactive molecules suggest promising applications of this protocol in synthetic chemistry.