Transition-Metal-Free Catalyzed Dehydrative Coupling of Quinoline and Isoquinoline N-Oxides with Propargylic Alcohols

Comprehensive Summary A novel, green, and transition-metal-free protocol for the facile modification of quinoline and isoquinoline derivatives is introduced, starting from readily available and environmentally benign quinoline and isoquinoline N-oxides with propargylic alcohols in the presence of Na2S2O8 or K2S2O8 at 100 degrees C. The one-pot transformation features the advantages of good functional group compatibility, short reaction time, operational simplicity, and highly efficient reaction system. This protocol, which produces water as the only byproduct, provides efficient and atom-economical access to a class of fascinating quinoline and isoquinoline products in satisfactory yields. The method is effective on the gram scale, thus highlighting the inherent practicality of this methodology.

Automated summary

A novel, green, and transition-metal-free protocol for modifying quinoline and isoquinoline derivatives was introduced, which provides efficient and atom-economical access to fascinating products. The method features good functional group compatibility, operational simplicity, and produces water as the only byproduct. It is also effective on the gram scale, highlighting its practicality.