An economical nucleophilic route toward facile synthesis of pyrano[4,3-b]quinolin-1-ones via 6-endo-dig cyclization of o-alkynylquinoline esters

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• 作者：Neha Sharma^a ; Mrityunjaya Asthana^a ; Durgesh Nandini^b ; R.P. Singh^b ; Radhey M. Singh^a ; ^{rmohan@bhu.ac.in} ; ^{rmohanbhu@gmail.com}
• 关键词：Methyl 2-arylethynylquinoline-3-carboxylate ; Base mediated ; Metal free ; Pyrano[4 ; 3-b]quinoline-1-one ; 2H-Benzo[b][1 ; 6]naphthyridin-1-one ; 1-Chloro-benzo[b][1 ; 6]naphthyridine
• 刊名：Tetrahedron
• 出版年：2013
• 出版时间：18 February, 2013
• 年：2013
• 卷：69
• 期：7
• 页码：1822-1829
• 全文大小：339 K

文摘

Metal-free facile synthesis of pyrano[4,3-b]quinoline-1-ones is described from methyl 2-arylethynylquinoline-3-carboxylates via intramolecular cyclization in excellent yields. The cyclization reactions are facilitated using cheap and easily available KOH base in MeOH. The reaction conditions did not require dry solvent, inert atmosphere, and avoid further column chromatography purification of the products. These compounds could be further used as building blocks for the synthesis of 2H-benzo[b][1,6]naphthyridin-1-one and 1-chloro-benzo[b][1,6]naphthyridines.