Annelation of lactam rings to 2,3,4,4a-tetrahydro-1H-carbazole derivatives

被引：0

作者：

Sackus, A ^{[1
]}

Krikstolaityte, S ^{[1
]}

Martynaitis, V ^{[1
]}

机构：

[1] Kaunas Univ Technol, Dept Organ Chem, LT-3028 Kaunas, Lithuania

来源：

KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII | 1999年 / 05期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the reaction of 4a-methyl-2,3,4,4a-tetrahydro-1H-carbazole and its 6-methyl- and 6-bromosubslituted derivatives with 2-chloroacetamide respective 9-carbamoylmethyl-4a-methyl-2,3,4,4a-tetrahydro- 1H-carbazolium chlorides are formed, which can be cyclized into 5,6,7,7a-tetrahydro-1H,4H-imidazo[2, 1-k] carbazol-2(3H)-one derivatives. Reaction of 4a methyl-2,3,4, 4a-tetrahydro-1H-carbazole hydrochloride with acrylamide gives 4a-methyl-1,2,6,7,8,8a-hexahydro-5H-pyrimido [2,1-k]carbazol-3 (4H)-one. 7a,12-Dimethyl-3,4,4a,5,6,7,7a,12-octahydropyrido [3,2-j]carbazol-2(1H)-one was synthesized by the reaction of 4a,9-dimethyl-2,3,4,4a-tetrahydro-9H-carbazole with acrylamide.

引用

页码：645 / 648

页数：4

共 50 条

[21] SYNTHESIS OF 2,3,4,6-TETRAHYDRO-5-HYDROXY-2,6-DIMETHYL-1H-PYRIDO-[4,3-B]CARBAZOLE - ATTEMPTS TO SYNTHESIZE 2,3,4,10-TETRAHYDRO-5-HYDROXY-2-METHYL-1H-PYRIDO[3,4-B]CARBAZOLE
MARTINEZ, SJ
JOULE, JA
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1979, (12): : 3155 - 3160
[22] FORMYL DERIVATIVES OF CARBAZOLE AND 1-2-3-4-TETRAHYDROCARBAZOLE
CARTER, PH
PLANT, SGP
TOMLINSON, M
JOURNAL OF THE CHEMICAL SOCIETY, 1957, (MAY): : 2210 - 2215
[23] STRUCTURAL INVESTIGATIONS OF 1,2,3,4-TETRAHYDROCARBAZOLE DERIVATIVES .1. 2,3-DIHYDRO-9-(PHENYLSULFONYL)CARBAZOLE-4(1H)-ONE AND 1,2,3,4-TETRAHYDRO-CARBAZOLE-1-SPIRO-2'-[1,3]DITHIOLANE
HOKELEK, T
PATIR, S
GULCE, A
OKAY, G
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1994, 50 : 450 - 453
[24] Synthesis and evaluation of 2,3,4,9-tetrahydro-1H-carbazole derivatives as selective acetylcholinesterase inhibitors: Potential anti-Alzheimer's agents
Kukreja, Hitesh
Chugh, Rajan
Singh, Jatinder
Shah, Ramanpreet
Singh, Dhandeep
Singh, Nirmal
Chopra, Dimple Sethi
Singh, Mandeep
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2021, 60 (01): : 152 - 160
[25] Ethyl 1-oxo-1,2,3,4-tetrahydro-9H-carbazole-3-carboxylate
Hokelek, Tuncer
Dal, Hakan
Tercan, Baris
Gocmenturk, Mustafa
Ergun, Yavuz
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : 01702 - U3509
[26] 2,3,4,5-TETRAHYDRO-1H-PHOSPHORINO[4,3-B]INDOLES AND DERIVATIVES
SRIVASTAVA, KC
BERLIN, KD
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (26): : 4487 - 4489
[27] Synthesis and 5-hydroxytryptamine (5-HT) activity of 2,3,4,4a-tetrahydro-1H-pyrazino[1,2-a]quinoxalin-5-(6H)ones and 2,3,4,4a,5,6-hexahydro-1H-pyrazino[1,2-a]quinoxalines
Welmaker, GS
Nelson, JA
Sabalski, JE
Sabb, AL
Potoski, JR
Graziano, D
Kagan, M
Coupet, J
Dunlop, J
Mazandarani, H
Rosenzweig-Lipson, S
Sukoff, S
Zhang, YX
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (17) : 1991 - 1994
[28] SCHISTOSOMICIDES .2. DERIVATIVES OF 2,3,4,4A,5,6-HEXAHYDRO-1H-PYRAZINO[1,2-A]QUINOLINE
BAXTER, CAR
RICHARDS, HC
JOURNAL OF MEDICINAL CHEMISTRY, 1972, 15 (04) : 351 - +
[29] 1,2,4,5-TETRAHYDRO-3H-3-BENZOSILEPINE
BIRKOFER, L
KRAMER, E
CHEMISCHE BERICHTE-RECUEIL, 1969, 102 (02): : 427 - &
[30] SOME DERIVATIVES OF 1,2,3,6-TETRAHYDRO-4-PHENYLPYRIDINE
CASY, AF
BIRNBAUM, H
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (01): : 64 - &

← 1 2 3 4 5 →