REGIOSELECTIVE THERMAL CYCLIZATION OF N-ARYL-4-CHLORO-1-AZA-13-BUTADIENE DERIVATIVES - A SHORT AND EFFICIENT SYNTHESIS OF DIBENZ[C,H]ACRIDINES

被引：10

作者：

KAR, GK ^{[1
]}

SAMI, I ^{[1
]}

RAY, JK ^{[1
]}

机构：

[1] INDIAN INST TECHNOL, DEPT CHEM, KHARAGPUR 721302, W BENGAL, INDIA

来源：

CHEMISTRY LETTERS | 1992年 / 09期

关键词：

D O I：

10.1246/cl.1992.1739

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Dibenz [c, h ]acridines have been synthesised in good yields by thermal cyclization (140-180-degrees-C) of N-aryl-4-chloro-1-aza-1,3-buta -diene derivatives followed by dehydrogenation.

引用

页码：1739 / 1742

页数：4

共 39 条

[1] Thermal cyclization of N-[2-(2-propenyl)-1-naphthyl] ketenimines:: intramolecular Diels-Alder reaction versus [1,5] hydrogen migration.: Synthesis of dibenz[b,h]acridines and benzo[h]quinolines
Alajarín, M
Vidal, A
Ortín, MM
TETRAHEDRON, 2005, 61 (32) : 7613 - 7621
[2] Pd-Catalyzed N-H or C-H Functionalization/Oxidative Cyclization for the Efficient Synthesis of N -Aryl-Substituted [3,4]-Fused Pyrrolo-coumarins
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SYNTHESIS-STUTTGART, 2022, 54 (12): : 2894 - 2906
[3] Design, Synthesis and Anti-Tobacco Mosaic Virus (TMV) Activity of 5-Chloro-N-(4-cyano-1-aryl-1H-pyrazol-5-yl)-1-aryl-3-methyl-1H-pyrazole-4-carboxamide Derivatives
Xiao, Jin-Jing
Liao, Min
Chu, Ming-Jie
Ren, Zi-Li
Zhang, Xin
Lv, Xian-Hai
Cao, Hai-Qun
MOLECULES, 2015, 20 (01) : 807 - 821
[4] New efficient synthesis of 1H-imidazo-[4,5-c]quinolines by a sequential Van Leusen/Staudinger/aza-Wittig/carbodiimide-mediated cyclization
Guan, Zhi-Rong
Liu, Zi-Ming
Ding, Ming-Wu
TETRAHEDRON, 2018, 74 (50) : 7186 - 7192
[5] A Simple and Efficient Synthesis of (Hetero)Aryl-Substituted Benzothiazolyl or Benzoxazolyl Furan, Thiophene and N-methylpyrrole Derivatives through a Palladium-Catalyzed Regioselective C-H Bond Arylation
Abdellaoui, Fatma
Youssef, Chiraz
Ben Ammar, Hamed
Soule, Jean-Francois
Doucet, Henri
SYNTHESIS-STUTTGART, 2014, 46 (24): : 3341 - 3350
[6] 13C NMR spectral characterization of N-aryl-substituted 4H-1,4-benzothiazine 1,1-dioxide derivatives
López, SE
Godoy, MV
Charris, J
Urdaneta, N
Salazar, J
Puig, AI
MAGNETIC RESONANCE IN CHEMISTRY, 2000, 38 (05) : 386 - 387
[7] 5-ARYL-4-HYDROXY-3(2H)-ISOTHIAZOLONE 1,1-DIOXIDE DERIVATIVES - SYNTHESIS AND C-13 NMR CHARACTERIZATION
ROONEY, CS
COCHRAN, DW
ZIEGLER, C
CRAGOE, EJ
WILLIAMS, HWR
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (12): : 2212 - 2217
[8] 1H, 13C NMR studies and GIAO/DFT calculations of substituted N-(4-aryl-1-piperazinylbutyl) derivatives, new analogues of buspirone
Pisklak, M
Kossakowski, J
Perlinski, M
Wawer, I
JOURNAL OF MOLECULAR STRUCTURE, 2004, 698 (1-3) : 93 - 102
[9] N,N′-ethylenebis(1-phenyl-3-methyl-4-acylpyrazoloneimine) derivatives:: Synthesis and UV, IR, 1H and 13C NMR spectral studies
Uzoukwu, BA
Gloe, K
Duddeck, H
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1998, 37 (11): : 1180 - 1183
[10] Regioselective Synthesis of 4,5-Diaryl-1-methyl-1H-imidazoles Including Highly Cytotoxic Derivatives by Pd-Catalyzed Direct C-5 Arylation of 1-Methyl-1H-imidazole with Aryl Bromides
Bellina, Fabio
Cauteruccio, Silvia
Di Fiore, Annarita
Rossi, Renzo
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (32) : 5436 - 5445

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