Synthesis of 3,4-dihydro-1,8-naphthyridin-2(1H)-ones via microwave-activated inverse electron-demand Diels–Alder reactions

• Salah Fadel,
• Youssef Hajbi,
• Mostafa Khouili,
• Said Lazar,
• Franck Suzenet and
• Gérald Guillaumet

Beilstein J. Org. Chem. 2014, 10, 282–286, doi:10.3762/bjoc.10.24

• , BP 6759, 45067 Orléans Cedex 2, France Laboratoire de Biochimie, Environnement & Agroalimentaire, URAC 36, Université Hassan II, FST Mohammedia, BP 146, 20800 Mohammedia, Morocco 10.3762/bjoc.10.24 Abstract Substituted 3,4-dihydro-1,8-naphthyridin-2(1H)-ones have been synthesized with the inverse

• reaction to yield 5-aryl-3,4-dihydro-1,8-naphthyridin-2(1H)-ones by an efficient synthetic route. Keywords: inverse-electron-demand Diels–Alder reaction; microwave irradiation; naphthyridin-2(1H)-ones; Sonogashira cross-coupling; 1,2,4-triazine; Introduction 1,8-Naphthyridine derivatives are an important

• devoted to the synthesis of 1,8-naphthyridin-2(1H)-ones because of their acyl-CoA:cholesterol acyltransferase (ACAT) inhibitory activity [17] and their role as phosphodiesterase inhibitors [18][19]. To date, 1,8-naphthyridin-2(1H)-ones have been prepared mainly by the Knorr or the Friedländer reaction [20