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1.
Yoshinori Tominaga Yoshihide Shiroshita Tomohiko Kurokawa Yoshiro Matsuda Akira Hosomi 《Journal of heterocyclic chemistry》1988,25(1):185-189
1-Azacycl[3.2.2]azines were synthesized from 2-methylthioimidazo[1,2-a]pyridines, 2a and 2b , by using [2 + 8] cycloaddition reaction with dimethyl acetylenedicarboxylate as the key step. Synthesis of 1-azabenzo-[h]cycl[3.2.2]azine was also described. 相似文献
2.
The resonance energies and magnetic properties of cyclazines such as pyrido[2,1,6-cd]quinolizine ( 1 ) and pyrido[2,1,5-de]quinolizine ( 6 ) were calculated by means of Aihara's TRE. Consequently, cycl[3.2.2]azines and cycl[3.3.3]azines were predicted to be aromatic, while cycl[4.3.2]azines were predicted to be anti-aromatic. 相似文献
3.
Yoshinori Tominaga Yoshihide Shiroshita Tomohiko Kurokawa Hiromi Gotou Yoshiro Matsuda Akira Hosomi 《Journal of heterocyclic chemistry》1989,26(2):477-487
The reaction of 1-ethoxycarbonylmethylpyridinium bromides 5a-k with nitro ketene dithioacetal, 1,1-bis-(methylthio)-2-nitroethylene ( 2 ), in the presence of triethylamine in ethanol gave the desired ethyl 2-methyl-thioindolizine-3-carboxylates 3a-k in good yields, along with ethyl 2-methylthio-1-nitroindolizine-3-carboxyl-ates 4a-d . Deesterification of 3 using sodium hydroxide in methanol followed by treatment with polyphosphoric acid gave the corresponding 2-methylthioindolizines 5a-d in good yields. The desulfurization of 5 with Raney-nickel in ethanol occurs smoothly to give the 1,2,3-unsubstituted indolizines 6a-c (a , parent indolizine; b , 8-methylindolzine; c , 6,8-dimethylindolizine). Similarly, pyrrolo[2,1-a]isoquinoline ( 19 ) was also synthesized. These indolizine and pyrrolo[1,2-a]isoquinoline derivatives were allowed to react with dimethyl acetylene to give the corresponding cycl[3.2.2]azine and benzo[g]cycl[3.2.2]azine derivatives in good results. 相似文献
4.
Shyamalee GogoiMandakini Dutta Junali GogoiRomesh Chandra Boruah 《Tetrahedron letters》2011,52(7):813-816
A microwave-promoted and base-catalyzed synthesis of cycl[3.2.2]azines is accomplished in water via a three-component reaction (3-CR) of 2-picoline, α-bromoacetophenone and alkyne. The extension of the methodology to the synthesis of steroidal and carbocyclic cycl[3.2.2]azine is also reported. 相似文献
5.
Benzo[4,5]cyclohepta[1,2-b]quinoxaIine 2 , benzo[4,5]cyclohepta[1,2-b]pyrazine 3a and benzo[4,5]cyclohepta[1,2-b]quinoxaline 4 were prepared from 4,5-benzotropolone and 1,2-phenylenediamine, ethylenediamine and 1,2-diaminocyclohexane, respectively. Compound 3a was methylated to 3b . 相似文献
6.
The synthesis of the title compounds was carried out by cyclization via isocyanate of (E)-4,5-dihydro-10H-benzo[5,6]cyclohepta[1,2-b]-thiophene-10-ylideneacetic acid and 4,5-dihydro-10H-benzo[5,6]cyclohepta[1,2-b]-thiophene-10-ylacetic acid respectively, which were obtained by the Wadsworth-Emmons modification of the Wittig reaction of 4,5-dihydro-10H-10-oxobenzo[5,6]cyclohepta[1,2-b]thiophene and triethyl phosphonacetate. The structures of these new compounds are described. 相似文献
7.
Kenji Sasaki Yuhki Sekiya Tomohisa Nagamatsu Hiromi Ohtomo Taiji Nakayama Takashi Hirota 《Journal of heterocyclic chemistry》1991,28(2):503-507
Various 6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d][pyrimidines bearing amino acid group at the 4-position of the skeleton were synthesized by the reaction of 4-chloro-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]-pyrimidine with some amino acid, which were cyclized to 5,6-dihydro-4H-benzo[3,4]cyclohept[1,2-e]imidazo-[1,2-c]pyrimidines, corresponding to B-homo-11,13,15-triazasteroids. Their inhibitory activities against platelet aggregation induced by collagen were also investigated. 相似文献
8.
Thirteen 1-(9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-yl)-3-alkylaminoazetidines 11 have been synthesized in three steps from 4-amino-9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophene ( 6 ), which was obtained from the reduction of either 4-azido 4 or 4-hydroxyimino 5 derivatives. All the compounds have been evaluated as potential antidepressive agents. 相似文献
9.
Kenji Sasaki Takashi Hirota Yuichi Arimoto Yoshiko Satoh Hiromi Ohtomo Taiji Nakayama 《Journal of heterocyclic chemistry》1990,27(6):1771-1776
Various 4-substituted 6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidines were synthesized by the reaction of 4-chloro-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-d]pyrimidine with amines. Their inhibitory activities against collagen-induced platelet aggregation and also against reserpine-induced hypothermia in mice were investigated. 相似文献
10.
The current interest in structures that contain a tricyclic framework with a nitrogen bridged central ring has prompted us to examine the synthesis of imino-bridged benzocycloheptapyridines. Treatment of 5,6-trans-dibromobenzo[5,6]cyclohepta[1,2-b]pyridin-11-one with anhydrous methyl amine in THF produced 6-β-bromo-5,6-dihydro-11α-hydroxy-12-methyl-11H-benzo[5,6]cyclohepta[1,2-b]pyridin-5,11-imine, the first example of the desired bridged derivatives. 相似文献
11.
The synthesis of 2-amino-7,8-dihydrobenzo[1,2]cyclohepta[3,4,5-de]quinazoline ( 10 ) and 6,7-dihydrobenzo[1,2]cyclohepta[3,4,5-cd]indazole ( 5 ) is described. 相似文献
12.
A Convenient and Simple Synthesis of Densely Functionalized Cyclopenta[cd]azulenes and Cyclopenta[ef]heptalenes
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Badugu Devendar Chien‐Kuo Ku Ling‐Yu Cheng Shu‐Juan Yang Jun‐Xiong Chen Chi‐Phi Wu 《Helvetica chimica acta》2014,97(4):507-518
Syntheses of novel cyclopenta[cd]azulenes, 5, 8 , and 13 , 1,2‐dihydrocyclopenta[cd]azulenes, 6 and 12 , and cyclopenta[ef]heptalenes, 10, 15 , and 16 , by simple procedures starting from tropolone in 6–8 steps are described. 相似文献
13.
Andre Rosowsky Katherine K. N. Chen May Lin Marilyn E. Nadel Richard St. Amand Sandra A. Yeager 《Journal of heterocyclic chemistry》1971,8(5):789-795
Three 2,4-diamino-l(), 11-dihydro-9H-benzo[3,4]cyclohepta[ 1,2-d]pyrimidines (6a-6c) representing the first examples of a new ring system were synthesized from 2-benzosuberones and cyanoguanidine. Similarly, 2,4-diamino-6,7-dihydro-5H-benzo[3,4]cyelohepta[2,1-d]pyrimidine ( 24 ) was prepared from 1-benzosuberone. The ultraviolet spectral properties of these compounds were examined with reference to those of the analogs in which the central ring is five- and six-mernbered. 相似文献
14.
Photolysis reaction of dibenzo[a,d]cycloheptene dimer 3 provides three dibenzo[a,d]cycloheptyl dimers 4 , 5 and 6 under different irradiation conditions via the intramolecular degradative cyclodimerization. A tetracyclic benzo[4,5]cyclohepta[1,2,3‐de]naphthalene core is also synthesized. 相似文献
15.
Wolfgang Dostal Gottfried Heinisch Gerhard Lötsch 《Monatshefte für Chemie / Chemical Monthly》1988,119(6-7):751-759
Procedures for the preparation of the novel tricyclic ketones 10,11-dihydro-5H-benzo[4,5]cyclohepta[1,2—d]pyridazin-5-one (3), 5,6-dihydro-11H-benzo[4,5]cyclohepta[2,1—c]pyridazin-11-one (4), and 10,11-dihydro-5H-benzo[4,5]-cyclohepta[1,2—c]pyridazin-5-one (5) starting from a preformed 1,2-diazine system are proposed. The key intermediates7,19, and11 are prepared from (2-phenylethyl)pyridazines6 and18 by introduction of a carboxylic functionality via homolytic alkoxycarbonylation or via a sulfonylReissert-type reaction.
Zur Chemie von Pyridazinen, 36. Mitt.: Neuartige Diazaanaloga des 10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5-ons
Zusammenfassung Methoden zur Darstellung der neuen trizyklischen Ketone 10,11-Dihydro-5H-benzo[4,5]cyclohepta[1,2—d]pyridazine-5-on (3), 5,6-Dihydro-11H-benzo[4,5]cyclohepta[2,1—c]pyridazin-11-on (4) und 10,11-Dihydro-5H-benzo[4,5]cyclohepta[1,2—c]pyridazin-5-on (5) ausgehend von einem präformierten 1,2-Diazinsystem werden vorgeschlagen. Die Schlüsselbausteine dieser Synthesen7,19 und11 werden durch Einführung einer Carboxylfunktion in die (2-Phenylethyl)pyridazine6 und18 über homolytische Alkoxycarbonylierung bzw. eine Sulfonyl-Reissert-Reaktion erhalten.相似文献
16.
Gaetano Bignardi Luisa Mosti Pietro Schenone Giulia Menozzi 《Journal of heterocyclic chemistry》1977,14(6):1023-1028
The 1,4-cycloaddition of dichloroketene to N,N-disubstituted 6-aminomethylene-b,7,8,9-tetra-hydro-5H-benzocyclohepten-5-ones afforded N,N-disubstituted 4-amino-3,3-dichloro-3,4,6,7-tetrahydro-5H-benzo[3,4]cyclohepta[2,l-b]pyran-2-ones only in the case of aromatic or strong hindering aliphatic N-substitution. The adducts gave N,N-disubstituted 4-amino-3-chloro-b,7-dihydro-5H-benzo[3,4]cyclohepta[2,l-b]pyran-2-ones by dehydrochlorination with collidine. Upon chromatography on neutral alumina, two products were instead isolated in the case of usual aliphatic N-substitution (diethylamine, piperidine), namely 6-(2,2-dichloroethylidene)-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-one and the dehydrochlorinated 2-pyrone; this latter was the sole product in the case of pyrrolidine substitution. The 1,4-cycloaddition of sulfene occurred readily to give N,N-disubstituted 4-amino-3,4,6,7-tetrahydro-5H-benzo[3,4]cyclohepta-[1,2-e]-1,2-oxathiin 2,2-dioxidesin the case of both aliphatic and partially aromatic N-substitution. 相似文献
17.
The α-isomer of 9,10-dihydro-4-(3-dimethylamino-propylidene)-4 H-benzo[4,5] cyclohepta [1, 2-b] thiophen is shown to have the trans configuration by means of an X-ray analysis of its hydrochloride. 相似文献
18.
William W. Paudler Richard A. Vandahm Young N. Park 《Journal of heterocyclic chemistry》1972,9(1):81-85
The diazaanalog of “cycl[3,2,2]azine”, “1,4-diazacycl[3,2,2]azine” (1,4,7b-triazacyclopent-[cd]indene) and its 2-methyl derivative were prepared. These compounds are subject to facile acid-catalyzed hydrolysis affording substituted imidazo[1,2-a]pyridines. 相似文献
19.
Azomethine ylide formed from glycine methyl ester and cinnamaldehyde adds to N-phenylmaleimide to form pyrrolidine derivative, further treatment of which with cinnamaldehyde and N-phenylmaleimide affords the second [2 + 3] cycloaddition adduct, a pyrrolizine derivative with two styrenyl groups at the 3,5-positions. Addition of ICl to the pyrrolizine derivative results in the 6-exo-trig cyclization of the styrenyl groups to form a cycl[3.2.2]azine derivative. The reactions are highly stereoselective affording 11 chiral carbons in three steps. The structure of the cycl[3.2.2]azine derivative was determined by single-crystal X-ray analysis. 相似文献
20.
Prof. Dr. Curt Wentrup Dr. Jürgen Becker 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(39):13835-13839
Flash vacuum pyrolysis (FVP) of benz[a]azulene yields phenanthrene and 2‐ethynylbiphenyl. FVP of cyclohepta[b]indole similarly yields phenanthridine and 2‐cyanobiphenyl. The reversibility of the reactions is demonstrated by FVP of 2‐ethynylbiphenyl and 2‐isocyanobiphenyl. All the observed reactions are in accord with the norcaradiene–vinylidene mechanism of the azulene–naphthalene rearrangement, whereas other proposed mechanisms are ruled out. 相似文献