An improved method for the regioselective synthesis of highly substituted quinolines from Morita–Baylis–Hillman adducts. Issue 22 (27th May 2015)

• Record Type: Journal Article
• Authors: Zeoly, Lucas A.; Barcelos, Rosimeire C.; Rodrigues, Manoel T.; Gomes, Ralph C.; Coelho, Fernando
• Is Part Of: Tetrahedron letters. Volume 56:Issue 22(2015)
• Page Start: 2871
• Page End: 2874
• Publication Date: 2015-05-27
• Subjects: Quinolines -- Morita–Baylis–Hillman -- Palladacycle -- Regioselective; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.03.090
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: The synthesis of highly substituted quinolines was accomplished through a Heck reaction of substituted iodoanilines with Morita–Baylis–Hillman (MBH) adducts employing Nájera N -oxime derived palladacycle as catalyst. The reaction is completely regioselective and gives the products with good to excellent yields (up to 89%) with low catalyst loading and TONs of up to 89.