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

页码：799 / 806

页数：8

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