Rearrangement of 3-ethoxycarbonyl-5-hydroxyimino-2-methyl-4-oxonaphtho[1,2-b]furan and 3-ethoxycarbonyl-5-hydroxyimino-2-methyl-4-oxo-1-phenylbenzo[g]indole by the action of benzenesulfonyl chloride in an alkaline medium

被引：0

作者：

Stankyavichus A.P. ^{[1
]}

Stankyavichene L.M.M. ^{[1
]}

Terent'ev P.B. ^{[2
]}

机构：

[1] Institute of Cardiology, Kaunas Medical Academy

[2] M. V. Lomonosov Moscow State University

来源：

Chemistry of Heterocyclic Compounds | 1999年 / 35卷 / 11期

关键词：

Chloride; Mass Spectrum; Organic Chemistry; Indole; Furan;

D O I：

10.1007/BF02251993

中图分类号：

学科分类号：

摘要：

The treatment of 3-ethoxycarbonyl-2-methyl-4,5-dioxonaphtho[1,2-b]furan 5-monoximes and also the similarly substituted benzo[g]indole with benzenesulfonyl chloride in an alkaline medium give 5-(2-cyanophenyl)-3-ethoxycarbonyl-2-methylfuran-4-carboxylic and pyrrole-4-carboxylic acids with high yields as a result of a second-order Beckmann rearrangement. The structures of the initial and final compounds were confirmed by analysis of their mass spectra. ©1999 KluwerAcademic/Plenum Publishers.

引用

页码：1272 / 1275

页数：3

共 50 条

[21] Crystal structure of 4-[(hydroxyimino)methy1]-1-[[[2-[(hydroxyimino)methyl]-3-(4-fluorophenyl)-1H-imidazolium-1-yl]methoxy]methyl]pyridinium diiodide, C18H18FI2N5O3
Vickovic, I
Mesic, M
ZEITSCHRIFT FUR KRISTALLOGRAPHIE, 1996, 211 (06): : 413 - 414
[22] Synthesis and crystal structures of 2-methyl-4-aryl-5-oxo-5H-indeno [1,2-b] pyridine carboxylate derivatives
Pandian, Ramesh
Naushad, Edayadulla
Vijayakumar, Vinodhkumar
Peters, Guenther H.
Nanjappagounder, Ponnuswamy Mondikalipudur
CHEMISTRY CENTRAL JOURNAL, 2014, 8
[23] 4-[(2,6-Dichlorophenyl)(hydroxyimino)-methyl]-1,5-dimethyl-2-phenyl-1,2-dihydropyrazol-3-one
Li, XF
Feng, YQ
Zhuang, JP
Hu, XF
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2003, 59 : O272 - O274
[24] Methyl 5-ferrocenyl-5a-hydroxy-1-methyl-10-oxo-2,3,3a,4,5a,10-hexahydro-1H-indeno[1,2:2′,3′]furo[3′,4′-b]pyrrole-3a-carboxylate
Kamala, E. Theboral Sugi
Nirmala, S.
Sudha, L.
Kathiravan, S.
Raghunathan, R.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2009, 65 : M687 - U833
[25] Synthesis and crystal structures of 2-methyl-4-aryl-5-oxo-5H-indeno [1,2-b] pyridine carboxylate derivatives
Ramesh Pandian
Edayadulla Naushad
Vinodhkumar Vijayakumar
Günther H Peters
Ponnuswamy Mondikalipudur Nanjappagounder
Chemistry Central Journal, 8
[26] Methyl 2-methyl-5-oxo-4-(2-thienyl)-1,5,7,8,9,10-hexahydro-4H-pyrido[2′,3′:3,4]pyrrolo[1,2-a][1,3]diazepine-3-carboxylate
Vrábel, V
Kozísek, J
Marchalín, S
Svoboda, I
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O733 - O735
[27] SYNTHESIS OF 1,2,5-TRISUBSTITUTED 3-ETHOXYCARBONYL-5-HYDROXY-4-OXO-4,5-DIHYDROPYRROLES
GELIN, S
SYNTHESIS-STUTTGART, 1978, (04): : 291 - 294
[28] Methyl 11,2,3,3a-5a-hydroxy-1-methyl-10-oxo-4-phenyl 10H-indeno[1,2-b]furo-[3,4-b]pyrrole-3a-carboxylate
Selvanayagam, S
Joy, A
Velmurugan, D
Ravikumar, K
Raghunathan, R
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O3383 - O3385
[29] SYNTHESIS OF NOVEL FLUORINE-CONTAINING TETRACYCLIC RING-SYSTEMS - 2-METHYL-1-OXO-11H-1,2,4-TRIAZINO [3',4'-3,4][1,2,4] TRIAZINO [5,6-B] INDOLE AND 3-METHYL-4-OXO-11H-1,2,4-TRIAZINO [4',3'-2,3][1,2,4] TRIAZINO [5,6-B] INDOLE
JOSHI, KC
CHAND, P
DANDIA, A
AHMED, N
JOURNAL OF FLUORINE CHEMISTRY, 1987, 35 (01) : 254 - 254
[30] Methyl 6-methyl-2-oxo-4-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Shang, Zhen-Hua
Shang, Qing
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O2280 - O2281

← 1 2 3 4 5 →