Synthesis of novel benzo naphtho naphthyridines from 2,4-dicloroquinolines,Journal of Heterocyclic Chemistry

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Synthesis of novel benzo naphtho naphthyridines from 2,4-dicloroquinolines
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2021-05-30 , DOI: 10.1002/jhet.4312
K. Prabha _{1,

2} , R. Satheeshkumar _{2,

3} , K. J. Rajendra Prasad ₂

Affiliation

A schematic study on the condensation of 2,4-dichloroquinolines (1) with 1-naphthyamine (2) in the presence of CuI as a catalyst to functionalized mono (3) and di (4) substituted naphthylamino quinolines was described. Consequently, these mono- and di-substituted amines on polyphosphoric acid-catalyzed cyclization reaction with p-toluic acid and acetic acid to yield the linear benzo[b]naphtho[2,1-g][1,8]naphthyridines (5) and angular benzo[b]naphtho[2,1-h] naphthyridines (6) in good yields. In addition to descried the similar synthesis of benzo[g]naphtho [2,1-b][1,8]naphthyridines (12) and benzo[h]naphtho[2,1-g][1,8]naphthyridines (13) from 2,4-dichlorobenzo[h]quinoline (8) with various anilines (9) through my intermediates (10 and 11).

中文翻译：

由 2,4-二氯喹啉合成新型苯并萘并萘啶

描述了 2,4-二氯喹啉( 1 ) 与 1-萘胺 ( 2 ) 在 CuI 作为催化剂的情况下缩合生成官能化单 ( 3 ) 和二 ( 4 ) 取代萘氨基喹啉的示意图。因此，这些单取代和双取代胺在多磷酸催化下与对甲苯甲酸和乙酸发生环化反应，生成线性苯并[ b ]萘并[2,1- g ][1,8]萘啶 ( 5 )和有角的苯并[ b ]萘并[2,1- h ]萘啶（6）收率良好。除了描述了类似的苯并[g ]萘并[2,1- b ][1,8]萘啶( 12 )和苯并[ h ]萘[2,1- g ][1,8]萘啶( 13 )来自2,4-二氯苯并[ h ]喹啉（8）与各种苯胺（9）通过我的中间体（10和11）。

更新日期：2021-05-30

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