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1 article(s) from Fadel, Salah

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

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Scheme 1: (a) MeI, EtOH, reflux, 3 h (87%); (b) phenylglyoxal, Na₂CO₃, H₂O, 5 °C, 6 h (96%); (c) MCPBA, CH₂Cl₂...

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Scheme 2: Coupling of pent-4-ynoic acid with different amines. Conditions: (a) EDCI, DMAP, THF, rt, 36 h.

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Scheme 3: Reaction of triazine 1 with different pent-4-ynamides. Conditions: n-BuLi, THF, −30 °C, 2 h.

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Scheme 4: Reaction of triazines 6–9 under microwave irradiation. Conditions: Chorobenzene, 220 °C, 1 h.

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Scheme 5: Preparation of aryl-N-triazinylpentynamides. Conditions: CuI (10 mol %), Pd(PPh₃)₂Cl₂ (5 mol %), DM...

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Scheme 6: Preparation of 3,4-dihydro-1,8-naphthridin-2(1H)-ones. Conditions: Chlorobenzene, 220 °C, 1 h.

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Published 28 Jan 2014

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