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

作者：Nandini Durgesh; Asthana Mrityunjaya; Gupta Tanu; Singh R P^*; Singh Radhey M

来源：Tetrahedron, 2014, 70(45): 8592-8599.

DOI：10.1016/j.tet.2014.09.059

• Benzo[b][1,8]-naphthyridin-2-one
• N-Benzyl-N-(3-cyanoquinolin-2-yl)acetamides
• t-BuOK
• Acetylation
• Intramolecular cyclization

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.

• 出版日期2014-11-11