Reaction of quinoxalin-2-ones with TosMIC reagent:: synthesis of imidazo[1,5-a]quinoxalin-4-ones

被引：42

作者：

Chen, P ^{[1
]}

Barrish, JC ^{[1
]}

Iwanowicz, E ^{[1
]}

Lin, J ^{[1
]}

Bednarz, MS ^{[1
]}

Chen, BC ^{[1
]}

机构：

[1] Bristol Myers Squibb Co, Pharmaceut Res Inst, Discovery Chem, Princeton, NJ 08543 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 26期

关键词：

D O I：

10.1016/S0040-4039(01)00697-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Imidazo[1,5-alpha ]quinoxalin-4-ones were prepared in four steps starting from 1,2-phenylenediamines using a new strategy for the construction of the ring system. A key step in this new method involves the reaction of quinoxalin-2-ones with TosMIC (tosylmethyl isocyanide). (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：4293 / 4295

页数：3

共 16 条

[1] [Anonymous], 1989, EP P., Patent No. 344943
[2] Barrish J.C., 1999, [No title captured], Patent No. [WO 99/09845, 9909845]
[3] Pyrroloquinoxaline derivatives as high-affinity and selective 5-HT3 receptor agonists:: Synthesis, further structure-activity relationships, and biological studies
Campiani, G
Morelli, E
Gemma, S
Nacci, V
Butini, S
Hamon, M
Novellino, E
Greco, G
Cagnotto, A
Goegan, M
Cervo, L
Dalla Valle, F
Fracasso, C
Caccia, S
Mennini, T
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (21) : 4362 - 4379
[4] A new facile method for the synthesis of 1-arylimidazole-5-carboxylates
Chen, BC
Bednarz, MS
Zhao, RL
Sundeen, JE
Chen, P
Shen, ZQ
Skoumbourdis, AP
Barrish, JC
[J]. TETRAHEDRON LETTERS, 2000, 41 (29) : 5453 - 5456
[5] ORTHO-NITROANILINE DERIVATIVES .13. REACTIONS OF N-(ORTHO-NITROARYL)SARCOSINE ESTERS WITH BASES
COLLINS, PA
MCFARLANE, MD
MACKIE, RK
SMITH, DM
[J]. TETRAHEDRON, 1992, 48 (37) : 7887 - 7898
[6] COLLTTA V, 1995, EUR J MED CHEM, V30, P133
[7] Total syntheses of taliscanine, velutinam, and enterocarpam II
Couture, A
Deniau, E
Grandclaudon, P
Hoarau, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (09) : 3128 - 3132
[8] NOVEL COMPOUNDS POSSESSING POTENT CAMP AND CGMP PHOSPHODIESTERASE INHIBITORY ACTIVITY - SYNTHESIS AND CARDIOVASCULAR EFFECTS OF A SERIES OF IMIDAZO[1,2-A]QUINOXALINONES AND IMIDAZO[1,5-A]QUINOXALINONES AND THEIR AZA ANALOGS
DAVEY, DD
ERHARDT, PW
CANTOR, EH
GREENBERG, SS
INGEBRETSEN, WR
WIGGINS, J
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (09) : 2671 - 2677
[9] SYNTHESIS AND EXCITATORY AMINO-ACID PHARMACOLOGY OF SOME NOVEL QUINOXALINEDIONES
EPPERSON, JR
HEWAWASAM, P
MEANWELL, NA
BOISSARD, CG
GRIBKOFF, VK
POSTMUNSON, D
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (12) : 2801 - 2804
[10] SYNTHESES OF 2-MONOSUBSTITUTED AND 2-3-DISUBSTITUTED QUINOXALINES
GOWENLOCK, AH
NEWBOLD, GT
SPRING, FS
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1945, : 622 - 625

← 1 2 →