Reaction of aryne with aza-Morita–Baylis–Hillman adducts: Synthesis of 4-quinolones and N-arylation products

Abstract

The reaction of aryne with aza-Morita–Baylis–Hillman (aza-MBH) adducts has been studied. Aryne reacts with aza-MBH adducts through a cascade insertion–cyclization–ene reaction to produce 4-quinolones in 18–44% yields; meanwhile, aza-MBH adducts undergo N-insertion reaction with aryne to afford N-arylation products in 27–77% yields.

Keywords

• Aryne
• Aza-Morita–Baylis–Hillman adducts
• 4-Quinolone
• N-Arylation