A FACILE AND CONVENIENT SYNTHETIC METHOD FOR FLUORINE-CONTAINING DIBENZO[b,h][1,6]NAPHTHYRIDINES, THIOCHROMENO[3,2-c]QUINOLINES, AND CHROMENO[3,2-c]QUINOLINES

被引：9
|
作者：
Okada, Etsuji [1 ]
Hatakenaka, Mizuki [1 ]
Kuratani, Masayuki [1 ]
Mori, Takashi [1 ]
Ashida, Takuro [1 ]
机构：
[1] Kobe Univ, Grad Sch Engn, Dept Chem Sci & Engn, Nada Ku, Kobe, Hyogo 6578501, Japan
来源：
HETEROCYCLES | 2014年 / 88卷 / 01期
关键词：
Dibenzonaphthyridine; Thiochromenoquinoline; Chromenoquinoline; Fluorine-Containing Heterocycle; Acid-Catalyzed Cyclization; CONTAINING HETEROCYCLIC-COMPOUNDS; NUCLEOPHILIC N-N; EXCHANGE-REACTION; SULFIDES; N,N-DIMETHYL-2,4-BISTRIFLUOROACETYL-1-NAPHTHYLAMINE;
D O I：
10.3987/COM-13-S(S)57
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Novel fluorine-containing dibenzo[b,h][1,6]naphthyridines (3), thiochromeno[3,2-c]quinolines (5), and chromeno[3,2-c]quinolines (7) were synthesized in moderate to high yields by the trifluoromethanesulfonic acid catalyzed cyclization of N-aryl-3-trifluoroacetyl-4-quinolylamines (2) and aryl 3-trifluoroacetyl-4-quinolyl sulfides (4) and ethers (6), easily prepared by aromatic nucleophilic substitution reactions of N,N-dimethyl-3-trifluoroacetyl-4-quinolylamine (1) with p-substituted anilines, thiophenols, and phenols, respectively.
引用
收藏
页码：799 / 806
页数：8
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