An efficient synthesis of 1-oxo-1,2-dihydrobenzo[b][1,6]naphthyridine-4-carbonitriles

Synthesis of 1,6‐Naphthyridine and Its Derivatives: A Systematic Review

“…[54] The quinoline-based enamine (126) was also utilized to construct the 2-substituted 1-oxo-1,2-dihydrobenzo[b] [1,6]naphthyridine-4-carbonitrile derivatives (127) (Scheme 35). [55] The reaction was successful for both aliphatic and aromatic primary amines. Similarly, the presence of either electron-Scheme 30.…”

“…The resultant compound 129 upon cyclization (intra-molecular acyl nucleophilic substitution) afforded the target products (127), Figure 8. [55] In furan-2-yl)quinoline-2-ones (131) and benzaldehydes in the presence of p-toluenesulfonic acid (Scheme 36). [56] The desired products obtained through these reactions were varying from good to quantitative.…”

Catalyst-Free, One-Pot, Three-Component Synthesis of Pyrimido[4,5-b] Quinoline-4-Amines under Microwave Irradiation

“…[13][14][15][16][17] However, the scarce availability of starting materials, harsh reaction conditions and the tedious workup procedures are the main drawbacks of many of these methods. To overcome these difficulties, more efficient and convenient synthetic methodology is still required.In a continuation of our interest in new synthetic methodologies for fused quinolines, [18][19][20] herein we report the catalyst-free, one-pot, three-component synthesis of pyrimido [4,5-b]quinoline-4-amines 4 by the reaction of 2-aminoquinoline-3-carbonitrile 1, N,Ndimethylformamide dimethyl acetal (DMFDMA) 2 and primary amines 3 under microwave irradiation (Scheme 1).…”

“…In a continuation of our interest in new synthetic methodologies for fused quinolines, [18][19][20] herein we report the catalyst-free, one-pot, three-component synthesis of pyrimido [4,5-b]quinoline-4-amines 4 by the reaction of 2-aminoquinoline-3-carbonitrile 1, N,Ndimethylformamide dimethyl acetal (DMFDMA) 2 and primary amines 3 under microwave irradiation (Scheme 1).…”