B(C6F5)3-Catalyzed α,β-Difunctionalization and C-N Bond Cleavage of Saturated Amines with Benzo[c]isoxazoles: Access to Quinoline Derivatives

Herein, we disclose a strategy to realize a,fi-difunctionalization and C-N bond cleavage of saturated amines with benzo[c]isoxazoles via a B(C6F5)3-catalyzed consecutive hydrogen-borrowing and [4 + 2] cycloaddition followed by a C-N bond cleavage process. In general, the reactions proceed efficiently in the absence of any oxidant and metal catalyst to afford a broad range of quinoline derivatives starting from easily accessible substrates in an atom-economical manner.

Automated summary

A strategy for a,fi-difunctionalization and C-N bond cleavage of saturated amines with benzo[c]isoxazoles was disclosed, involving B(C6F5)3-catalyzed consecutive hydrogen-borrowing and [4 + 2] cycloaddition followed by a C-N bond cleavage process. The reactions proceed efficiently without the need for oxidants and metal catalysts, providing a broad range of quinoline derivatives in an atom-economical manner.