American Chemical Society
Browse

Chemoselective Transformations of Amides: An Approach to Quinolones from β‑Amido Ynones

Download (5.52 MB)
journal contribution
posted on 2023-07-28, 01:43 authored by Wen-Shuai Chen, Fang Yang, Ting Wang, Gang-Qiong Zhang, Yi Wei, Mo-Han Wang, Zi-Sheng Chen, Kegong Ji
An efficient and chemoselective transformation of β-amido ynones to 3-acyl-substituted quinolones 2 and 3-H-quinolones 4 has been developed. In this reaction, β-cyclic amido ynones can be selectively transformed into quinolones 2 in anhydrous EG via a selective CO bond cleavage, 1,5-O migration, and CC bond recombination process. The practical approach of this reaction renders it a viable alternative for the construction of various quinolones.

History