Base promoted facile route to functionalized benzo[b][1,8]naphthyridin-2-(1H)-ones from N-benzyl-N-(3-cyanoquinolin-2-yl)acetamides

A facile synthesis of 4-amino-N-benzylbenzo[b][1,8]naphthyridin-2(1H)-ones 3 is described from N-benzyl-N-(3-cyanoquinolin-2-yl)acetamides 2 with t-BuOK in excellent yields in mild conditions. These reactions proceeded at room temperature under aerobic atmosphere in very short period. The cyclizatio...

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Veröffentlicht in:Tetrahedron 2014-11, Vol.70 (45), p.8592-8599
Hauptverfasser: Nandini, Durgesh, Asthana, Mrityunjaya, Gupta, Tanu, Singh, R.P., Singh, Radhey M.
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Sprache:eng
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Zusammenfassung:A facile synthesis of 4-amino-N-benzylbenzo[b][1,8]naphthyridin-2(1H)-ones 3 is described from N-benzyl-N-(3-cyanoquinolin-2-yl)acetamides 2 with t-BuOK in excellent yields in mild conditions. These reactions proceeded at room temperature under aerobic atmosphere in very short period. The cyclization reactions were also extended with N-alkyl amino acetamide analogues affording the products in good yields. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.09.059