共查询到20条相似文献,搜索用时 493 毫秒
1.
Jan Pawlas Per Veds? Palle Jakobsen Per O Huusfeldt Mikael Begtrup 《The Journal of organic chemistry》2002,67(2):585-586
3-Chloropyrazolo[3,4-c]quinoline 5, 3-chloropyrazolo[3,4-c]isoquinoline 6, 1,2-dihydro-1,2-dimethylpyrazolo[3,4-c]quinolin-3-one 8, and 1,2-dihydro-1,2-dimethylpyrazolo[3,4-c]isoquinolin-3-one 10 were obtained by acid-induced nucleophilic aromatic substitution (S(N)H) of H-3 in N-hydroxypyrazolo[3,4-c]quinoline 1b and in N-hydroxy pyrazolo[3,4-c]isoquinoline 3b. In the acid-induced chlorination, 3b was far more reactive than 1b, whereas the related N-hydroxypyrazolo[4,3-c]quinoline 2b and N-hydroxypyrazolo[4,3-c]isoquinoline 4b were completely unreactive toward S(N)H under identical conditions. 相似文献
2.
1‐Acetylirrüno‐3‐methyl‐1H‐isochromene‐4‐carbonitrile, 1 , reacts with glycine ethyl ester under basic conditions to give an imidazo[2,1‐a]isoquinoline derivative, while reaction with hydrazine hydrate in 1,4‐dioxane, with further chemistry, provides access to [1,2,4]triazolo[5,1‐a]isoquinoline, [1,2,4]triazolo[3,4‐a]isoquinoline and tetrazolo[5,1‐a]isoquinoline analogs. Benzene ring nitration and radical bromination of substituent methyl groups were investigated in the four tricycles, with some different positional reactivities being found. Two bromomethyl derivatives so produced were oxidised; ethyl 2‐bromomethyl‐6‐cyano‐5‐methylimidazo[2,1‐a]isoquinoline‐3‐carboxylate gave the anticipated ethyl 6‐cyano‐2‐formyl‐5‐methylimidazo[2,1‐a]isoquinoline‐3‐carboxylate (which reacted further with hydrazine to form a new system, 8,9‐dihydro‐6‐methyl‐8‐oxopyridazino[4′,5′:4,5]imidazo[2,1‐a]isoquinoline‐5‐carbonitrile), while 5‐bromomethyl‐2‐methyl[1,2,4]triazolo[5,1‐a]isoquinoline‐6‐carbonitrile unexpectedly gave directly another new system, 5,6‐dihydro‐5‐hydroxy‐2‐methyl‐7H‐pyrrolo[3,4‐c][1,2,4]triazolo[5,1‐a]isoquinolin‐7‐one. 相似文献
3.
Argon matrix photolysis of tetrazolo[1,5-a]quinoline 8 and tetrazolo[5,1-a]isoquinoline 7 causes nitrogen elimination and ring expansion to 1,3-diazabenzo[d]cyclohepta-1,2,4,6-tetraene 13. The photolysis of tetrazolo[5,1-a]isoquinoline 7 also causes ring opening to o-cyanophenylketenimine 22. Mechanisms of ring opening of heteroarylnitrenes are discussed. 相似文献
4.
N. N. Polygalova A. G. Mikhailovskii M. I. Vakhrin 《Chemistry of Heterocyclic Compounds》2006,42(10):1352-1357
The reaction of p-benzoquinone with enamino amides derived from 2,2-dimethyl-1,2,3,4-tetrahydrobenzo[f]isoquinoline proceeds
through a Michael addition. The reaction of this quinone with the base of drotaverine leads to a derivative of indolo[2,1-a]isoquinoline.
Fusion of isoquinoline enamines by the action of 2,3-dichloro-1,4-naphthoquinone leads to pentacyclic benzo[g]naphtho-[2,3-b]indolyzine-8,13-dione.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1565–1570, October, 2006. 相似文献
5.
A. A. Smolyak L. D. Konyushkin S. I. Firgang Yu. V. Shklyaev 《Russian Journal of Organic Chemistry》2016,52(12):1812-1816
The reaction of a natural allylbenzene, myristicin, with nitriles afforded a series of 7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline and 6,7-dihydro[1,3]dioxolo[4,5-h]isoquinoline derivatives. 相似文献
6.
The 1,4-dipolar intermediate generated by the addition of isoquinoline to dimethyl acetylenedicarboxylate is trapped by 1,2- and 1,4-benzoquinones to afford spiro[1,3]oxazino[2,3-a]isoquinoline derivatives in high yields. 相似文献
7.
N. N. Polygalova A. G. Mikhailovskii E. V. Vikhareva M. I. Vakhrin 《Chemistry of Heterocyclic Compounds》2007,43(7):900-905
It has been shown that the Chichibabin reaction of enamines of the 1,2,3,4-tetrahydroisoquinoline series and 1,2,3,4-tetrahydrobenzo[f]isoquinoline
series with p-bromophenacyl bromide leads to pyrrolo[2,1-a]isoquinoline derivatives. The same heterocyclic system is obtained
on interaction of 1-alkyl-3,4-dihydroisoquinolines or their benzo[f]-analogs with oxalyl chloride. The obtained dioxopyrrolines
form derivatives of benzo[g]quinoxalino[2,3-b]indolizine on condensation with o-phenylenediamine.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1068–1074, July, 2007. 相似文献
8.
A Three‐Component Reaction for the Efficient Construction of the 2′,11b′‐Dihydrospiro[indoline‐3,1′‐pyrido[2,1‐a]isoquinoline] Skeleton
下载免费PDF全文
![点击此处可从《Journal of heterocyclic chemistry》网站下载免费的PDF全文](/ch/ext_images/free.gif)
The three‐component reactions of isoquinoline, acetylenedicarboxylates, and 3‐phenacylideneoxindoles in ethanol at room temperature resulted in a mixture of two diastereoisomers of 2′,11b′‐dihydrospiro[indoline‐3,1′‐pyrido[2,1‐a]isoquinoline] derivatives, which were successfully separated and characterized. The regioselectivity and diastereoselectivity of this reaction were briefly discussed. 相似文献
9.
A one-pot sequential reaction for efficient synthesis of pyrrolo[2,1-a]isoquinoline and pyrrolo[1,2-a]-quinoline derivatives has been developed. The reaction included firstly the Cu-catalyzed three-component reaction of isoquinoline(quinoline), acetylenedicarboxylate and alkynylbenzene and then Cs2CO3-promoted intramolecular cyclization reaction of initially formed 1-alkenyl-2-alkynyl-1,2-dihydroisoquinoline(1,2-dihydroquinoline). 相似文献
10.
The three-component reactions (TCRs) involving quinoline or isoquinoline, dialkyl acetylenedicarboxylate and β-trifluoroacetyl vinyl ethyl ether were investigated. The reaction proceeded smoothly under ambient temperature in DMSO to give the 4-trifluoroacetyl substituted benzo[c]quinolizine derivatives in moderate yields. However, under the same reaction condition, isoquinoline afforded the 2-trifluoromethyl substituted 1-oxa-(11H)-benzo[a]dihydroquinolizine or 4-trifluoroacetyl substituted benzo[a]dihydroquinolizine products. The possible reaction pathways were proposed. 相似文献
11.
Issa Yavari Zinatossadat Hossaini Maryam Sabbaghan Majid Ghazanfarpour-Darjani 《Monatshefte für Chemie / Chemical Monthly》2007,138(7):677-681
Summary. The 1,3-dipolar intermediates generated by addition of isoquinoline, to dialkyl acetylenedicaboxylates are trapped by N-alkylisatins to produce dialkyl 1,2-dihydro-2-oxo-1-alkylspiro[3H-indol-3,2′-[2H,11bH][1,3]oxazino[2,3-a]isoquinoline]-3′,4′-dicarboxylates in excellent yields. The reaction of isoquinoline, quinoline, or pyridine with dimethyl
acetylenedicarboxylate in the presence of ninhydrin led to dimethyl 1,2-dihydro-1,3-dioxospiro[3H-indene-3,2′-[2H,11bH][1,3]oxazino[2,3-a]isoquinoline]-3′,4′-dicarboxylate, dimethyl 1,2-dihydro-1,3-dioxospiro[3H-indene-3,3′[3H,4aH][1,3]oxazino[3,2-a]quinoline]-1,2-dicarboxylate, or dimethyl 1,2-dihydro-1,3-dioxospiro[3H-indene-3,2′-[2H,9aH]pyrido[2,1-b][1,3]oxazino]-3,4-dicarboxylate. 相似文献
12.
S. L. Bogza S. Yu. Suikov N. M. Bogdan Yu. A. Nikolyukin V. I. Dulenko 《Chemistry of Heterocyclic Compounds》2004,40(11):1421-1426
The recyclization reactions of 4-cyanobenzo[c]pyrylium salts with ammonia, primary amines, and hydrazines have been studied. New derivatives of isoquinoline, benzo-2,3-diazepine, and pyrazolo-[ 5,4-c]isoquinoline have been obtained.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1645–1651, November, 2004. 相似文献
13.
Pierpaolo Cordone Hari Krishna Namballa Wayne Wesley Harding 《Journal of heterocyclic chemistry》2020,57(10):3709-3713
Heterocycles that bear the novel 5,6,14,14a-tetrahydro-8H-benzo[6,7][1,4]thiazepino[3,4-a]isoquinoline and the 5,6,14,14a-tetrahydro-8H-13l2-benzo[6,7][1,4]diazepino[3,4-a]isoquinoline frameworks were synthesized in a facile manner. These tetrahydroprotoberberine (THPB)-inspired scaffolds demonstrate selective affinity for the σ1R in contrast to the naturally occurring THPB congeners that show D1R and σ2R selectivity. 相似文献
14.
Gitte Van Baelen Guy L.F. Lemière Roger Dommisse Koen Augustyns Luc Pieters 《Tetrahedron》2008,64(51):11802-11809
11H-indolo[3,2-c]isoquinoline has been synthesized in two steps starting from 4-bromoisoquinoline and 2-bromoaniline via a selective Buchwald-Hartwig reaction followed by a Pd-catalyzed intramolecular direct arylation involving C(sp2)-H activation. The synthesis of 7H-indolo[2,3-c]isoquinoline was achieved by a combination of a Suzuki reaction with an intramolecular nitrene insertion reaction starting from 4-bromoisoquinoline and {2-[(2,2-dimethylpropanoyl)amino]phenyl}boronic acid. Selective methylation of the tetracyclic skeletons yielded the title compounds 6-methyl-6H-indolo[3,2-c]isoquinoline and 6-methyl-6H-indolo[2,3-c]isoquinoline, which have never been described in the literature before. 相似文献
15.
The reaction of isoquinoline and allenoate with activated ketone resulted in a novel three component reaction, affording [1,3]oxazino[2,3-a]isoquinoline derivatives in moderate yields along with moderate diastereoselectivities via 1,4-dipolar cycloaddition. It was also found that when isatins were used as substrates, the regioselectivity of cycloadducts was different from those using ethyl trifluoropyruvate as substrate. 相似文献
16.
The synthesis of several derivatives of benz [f] imidazo [2,1 -a] isoquinoline and benz [f] pyrimido-[2,l-a]isoquinoline, both new heterocyclic structures, is described. 相似文献
17.
O. V. Shekhter N. L. Sergovskaya Yu. S. Tsizin 《Chemistry of Heterocyclic Compounds》1985,21(6):665-667
The reaction of 1-aminomethyl-1,2,3,4-tetrahydroisoquinoline with diethyl fumarate goes by two possible paths, to form a mixture of 3-carbethoxymethyl-4-oxo-1,2,3,6, 7,IIb-hexahydro-4H-pyrazino[2,1-a]isoquinoline and its isomer 4-carboxymethyl-3-oxo-1,2,3,6,7-llb-hexahydro-4H-pyrazino[2,1-a]isoquinoline.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 798–800, June, 1985. 相似文献
18.
Yasuhiro Wada Nobuhito Kurono Hisanori Senboku Kazuhiko Orito 《Journal of heterocyclic chemistry》2020,57(10):3703-3708
Indolo[2,1-a]isoquinoline alkaloids and related compounds have been known to have interesting biological activities, such as antileukemic and antitumor activities. We found that 1-(3,4-dimethoxyphenethyl)indole gave 2,3-dimethoxyindolo[2,1-a]isoquinoline and 1-(3,4-dimethoxyphenylacetyl)indole gave 2,3-dimethoxy-6-oxoindolo[2,1-a]isoquinoline, respectively, by an intramolecular cyclization carried out in boiling trifluoroacetic acid. 相似文献
19.
Quinoline and isoquinoline react with 2‐(bromoacetyl)benzothiazole ( 1 ) in dry benzene to give the corresponding quinolinium and isoquinolinium salts 2 and 10 which undergo base‐mediated [3+2] 1,3‐dipolar cycloaddition with some acetylene and ethylene derivatives to give the corresponding benzothiazole‐containing pyrrolo[1,2‐a]quinoline and pyrrolo[2,1‐a]isoquinoline derivatives. 相似文献
20.
The suspected environmental contaminants phenanthro[2,3-h]isoquinoline 12 and phenanthro[3,2-h]isoquinoline 11 were synthesized in four steps from a common intermediate 1,4-phenanthroquinone 3 , using a Diels-Alder reaction. 相似文献