Synthesis and conversion of 2-(pyrazol-1-yl)quinoxaline 4-oxides

被引:12
作者
Kim, HS [1 ]
Kwag, ST
Choi, KO
Okamoto, Y
Kajiwara, S
Fujiwara, N
Kurasawa, Y
机构
[1] Kitasato Univ, Sch Pharmaceut Sci, Minato Ku, Tokyo 1088641, Japan
[2] Kitasato Univ, Ctr Nat Sci, Kanagawa 2288555, Japan
[3] Catholic Univ Taegu Hyosung, Dept Chem, Gyongsan 712702, South Korea
关键词
D O I
10.1002/jhet.5570370116
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of 6-chloro-2-hydrazinoquinoxaline 4-oxide Ib with acetylacetone or benzoylacetone gave 6-chloro-2-(3,5-dimethylpyrazol-1-yl)quinoxaline 4-oxide 5a or 6-chloro-2-(3-methyl-5-phenylpyrazol-1-yl)quinoxaline 4-oxide 5b, respXectively. Compound 5a or 5b was converted into the pyrrolo[1,5-a]quinoxaline 6a or 6b, triazolo[4,3-a]quinoxaline 9a or 9b, and tetrazolo[1,5-a]quinoxaline 10.
引用
收藏
页码:103 / 107
页数:5
相关论文
共 10 条
[1]  
Kim H S, 1990, J HETEROCYCLIC CHEM, V27, P1119
[2]  
Kim H. S., 1990, J HETEROCYCLIC CHEM, V27, P1111
[3]   A SELECTIVE SYNTHESIS OF NOVEL ISOXAZOLO[2,3-A]QUINOXALINES AND PYRROLO[1,2-A]QUINOXALINES [J].
KIM, HS ;
KURASAWA, Y ;
TAKADA, A .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (03) :871-873
[4]   A CONVENIENT SYNTHESIS OF NOVEL PYRIDAZINO[3,4-B]QUINOXALINE AND PYRAZOLO[3,4-B]QUINOXALINE UTILIZING 1,3-DIPOLAR CYCLO-ADDITION REACTION [J].
KIM, HS ;
KURASAWA, Y ;
TAKADA, A .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (05) :1511-1513
[5]   SYNTHESIS OF 1,2-DIAZEPINO[3,4-B]QUINOXALINES AND PYRIDO[3',4'-9,8][1,5,6]OXADIAZONINO[3,4-B]QUINOXALINES VIA A 1,3-DIPOLAR CYCLOADDITION REACTION [J].
KURASAWA, Y ;
KUREYAMA, T ;
YOSHISHIBA, N ;
KATOH, R ;
TAKADA, A ;
KIM, HS ;
OKAMOTO, Y .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (02) :537-541
[6]   A FACILE SYNTHESIS OF ENOL TYPE ACYL CYANIDES VIA A 1,3-DIPOLAR CYCLOADDITION REACTION AND A CYANO GROUP MIGRATION [J].
KURASAWA, Y ;
KUREYAMA, T ;
YOSHISHIBA, N ;
OKANO, T ;
TAKADA, A ;
KIM, HS ;
OKAMOTO, Y .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1993, 30 (03) :781-787
[7]   A CONVENIENT SYNTHESIS OF 1,2,4-TRIAZOLO[4,3,2-O,P][1,3]DIAZOCINO[4,5-B]QUINOXALINES VIA A 1,3-DIPOLAR CYCLOADDITION REACTION AND A RING TRANSFORMATION [J].
KURASAWA, Y ;
YOSHISHIBA, N ;
KUREYAMA, T ;
OKANO, T ;
TAKADA, A ;
KIM, HS ;
OKAMOTO, Y .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (06) :1653-1656
[8]   REACTION OF AZOLE CONDENSED QUINOXALINE N-OXIDES WITH ACETIC-ANHYDRIDE [J].
KURASAWA, Y ;
HOSAKA, T ;
MATSUMOTO, Y ;
ISHIKURA, A ;
IKEDA, K ;
TAKADA, A ;
KIM, HS ;
OKAMOTO, Y .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (06) :1697-1700
[9]  
Kurasawa Y, 1995, KHIM GETEROTSIKL+, P1245
[10]   PROGRESS IN THE CHEMISTRY OF QUINOXALINE N-OXIDES AND N,N'-DIOXIDES [J].
KURASAWA, Y ;
TAKADA, A ;
KIM, HS .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1995, 32 (04) :1085-1114