One-Pot Synthesis of 4-Chloroquinolines via Bis(trichloromethyl) Carbonate and Triphenylphosphine Oxide-Mediated Cascade Reactions of N -Aryl Enaminones.
Wenhao WangDaming FengPing ZhangPeng HuangChunhua GePublished in: The Journal of organic chemistry (2024)
A novel method for synthesizing substituted 4-chloroquinolines has been devised, utilizing a cascade reaction of N -aryl enaminones promoted by bis(trichloromethyl) carbonate (BTC) and triphenylphosphine oxide (TPPO). This approach features accessible starting materials, a broad substrate range, extensive functional group compatibility, gentle reaction conditions, and straightforward operation. Its versatility is evidenced by its facile scalability and suitability for late-stage derivatization. A plausible mechanism involving α-carbonylation, 6π-azaelectrocyclization, and dehydroxychlorination sequence is proposed.
Keyphrases
- ionic liquid
- ms ms
- liquid chromatography tandem mass spectrometry
- high performance liquid chromatography
- molecular docking
- gas chromatography mass spectrometry
- amino acid
- quantum dots
- simultaneous determination
- electron transfer
- highly efficient
- reduced graphene oxide
- tandem mass spectrometry
- mass spectrometry
- molecular dynamics simulations