title: Synthesis of 3,4-dihydro-1,8-naphthyridin-2(1H)-ones via microwave-activated inverse electron-demand Diels-Alder reactions.
abstract: Substituted 3,4-dihydro-1,8-naphthyridin-2(1H)-ones have been synthesized with the inverse electron-demand Diels-Alder reaction from 1,2,4-triazines bearing an acylamino group with a terminal alkyne side chain. Alkynes were first subjected to the Sonogashira cross-coupling reaction with aryl halides, the product of which then underwent an intramolecular inverse electron-demand Diels-Alder reaction to yield 5-aryl-3,4-dihydro-1,8-naphthyridin-2(1H)-ones by an efficient synthetic route.
authors.affiliation: Laboratoire de Chimie Organique et Analytique, Université Sultan Moulay Slimane, FST Béni-Mellal, BP 523, 23000 Béni-Mellal, Morocco ; Institut de Chimie Organique & Analytique, Université d'Orléans, UMR-CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France.
authors.forename: Salah
authors.initials: S
authors.lastname: Fadel
authors.affiliation: Laboratoire de Chimie Organique et Analytique, Université Sultan Moulay Slimane, FST Béni-Mellal, BP 523, 23000 Béni-Mellal, Morocco ; Institut de Chimie Organique & Analytique, Université d'Orléans, UMR-CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France.
authors.forename: Youssef
authors.initials: Y
authors.lastname: Hajbi
authors.affiliation: Laboratoire de Chimie Organique et Analytique, Université Sultan Moulay Slimane, FST Béni-Mellal, BP 523, 23000 Béni-Mellal, Morocco.
authors.forename: Mostafa
authors.initials: M
authors.lastname: Khouili
authors.affiliation: Laboratoire de Biochimie, Environnement & Agroalimentaire, URAC 36, Université Hassan II, FST Mohammedia, BP 146, 20800 Mohammedia, Morocco.
authors.forename: Said
authors.initials: S
authors.lastname: Lazar
authors.affiliation: Institut de Chimie Organique & Analytique, Université d'Orléans, UMR-CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France.
authors.forename: Franck
authors.initials: F
authors.lastname: Suzenet
authors.affiliation: Institut de Chimie Organique & Analytique, Université d'Orléans, UMR-CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France.
authors.forename: Gérald
authors.initials: G
authors.lastname: Guillaumet
keywords: 1,2,4-triazine; Sonogashira cross-coupling; inverse-electron-demand Diels–Alder reaction; microwave irradiation; naphthyridin-2(1H)-ones