One-Pot, Three-Step Synthesis of Benzoxazinones via Use of the Bpin Group as a Masked Nucleophile

The utilization of the Bpin group as a pronucleophile to facilitate the assembly of cyclic carbamates has been achieved. This one-pot process involves an initial copper-catalyzed borylation, a subsequent C-B bond oxidation to generate the reactive alcohol intermediate, and a cyclization. We report the use of this efficient, scalable, and simple method toward the synthesis of a wide range of benzoxazinone scaffolds, including enantioselective results. Subsequent transformations into useful scaffolds showcase the utility of this strategy.

Automated summary

The study demonstrates the utilization of the Bpin group as a pronucleophile to facilitate the assembly of cyclic carbamates, leading to the synthesis of a wide range of benzoxazinone scaffolds, including enantioselective outcomes. The method is efficient, scalable, and simple, showcasing its utility in the synthesis of useful scaffolds.