Quinolone analogues 4.: Synthesis of 1-methyl-3-trifluoromethylpyridazino[3,4-b]quinoxalin-4(1H)-ones

被引：12

作者：

Kurasawa, Y ^{[1
]}

Matsuzaki, I

Satoh, W

Okamoto, Y

Kim, HS

机构：

[1] Kitasato Univ, Sch Pharmaceut Sci, Minato Ku, Tokyo 1088641, Japan

[2] Kitasato Univ, Ctr Nat Sci, Sagamihara, Kanagawa 2288555, Japan

[3] Catholic Univ Taegu Hyosung, Dept Chem, Gyongsan 712702, South Korea

来源：

HETEROCYCLES | 2002年 / 56卷 / 1-2期

关键词：

D O I：

10.3987/COM-01-S(K)38

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of the quinoxaline N-oxides (7a,b) with 4,4,4-trifluoroacetoacetate gave the 1,5-dihydro-3-trifluoromethylpyridazino[3,4-b]quinoxaline-4-carboxylates (15a,b), whose oxidation with nitrous acid afforded the 1,4-dihydro-4-hydroxy-3-trifluoromethylpyridazino[3,4-b]quinoxaline-4-carboxylates (16a,b), respectively. The reaction of compounds (16a,b) with 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) provided the 1,5-dihydro-3-trifluoromethylpyridazino[3,4-b]quinoxalin-4-ols (17a,b), whose oxidation with sodium bromate produced the 1-methyl-3-trifluoromethylpyridazino[3,4-b]quinoxalin-4(1H)-ones (6a,b), respectively.

引用

页码：291 / 303

页数：13

共 4 条

[1] Quinolone analogues 3.: Synthesis of 1,3-dialkyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxalines [J].

Kurasawa, Y ;

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HETEROCYCLES, 2001, 54 (01) :359-375

[2] Quinolone analogues 2.: A facile synthesis of novel 3-substituted 1-alkyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxalines [J].

Kurasawa, Y ;

Sakurai, K ;

Kajiwara, S ;

Harada, K ;

Okamoto, Y ;

Kim, HS .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (05) :1257-1263

[3]

Kurasawa Y, 1995, KHIM GETEROTSIKL+, P1245

[4] Quinolone analogues 1.: A convenient synthesis of 1-alkyl-4-oxo-1,4-dihydropyridazino[3,4-b]quinoxaline-3-carboxylic acids [J].

Kurasawa, Y ;

Tsuruoka, A ;

Rikiishi, N ;

Fujiwara, N ;

Okamoto, Y ;

Kim, HS .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2000, 37 (04) :791-798

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