B(C 6 F 5 ) 3 -Catalyzed α,β-Difunctionalization and C-N Bond Cleavage of Saturated Amines with Benzo[ c ]isoxazoles: Access to Quinoline Derivatives.
Yan HeQimeng LiuZihe DuYanhua XuLingyu CaoXinying ZhangXuesen FanPublished in: The Journal of organic chemistry (2022)
Herein, we disclose a strategy to realize α,β-difunctionalization and C-N bond cleavage of saturated amines with benzo[ c ]isoxazoles via a B(C 6 F 5 ) 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.