共查询到20条相似文献,搜索用时 31 毫秒
1.
Jiann-Kuan Luo Ronald F. Federspiel Raymond N. Castle 《Journal of heterocyclic chemistry》1997,34(5):1597-1601
Photocyclization of 3-chloro-N-(3-phenanthryl)thieno[2,3-b]thiophene-2-carboxamide ( 5 ) yielded only one of the two possible structural isomers, thieno[3′,2′:4,5]thieno[2,3-c]naphtho[1,2-f]quinolin-6(5H)-one ( 6 ), which was further elaborated to afford the unsubstituted ring system 10 , its triazole 11 and tetrazole 12 . The structural confirmation of 10 was achieved by the total assignment of its 1H and 13C nmr spectra by the concerted utilization of two-dimensional nmr spectroscopic methods. 相似文献
2.
Jiann-Kuan Luo Ronald F. Federspiel Raymond N. Castle 《Journal of heterocyclic chemistry》1996,33(3):923-926
The synthesis of two previously unknown polycyclic ring systems, benzo[h]naphtho[1′2′:4,5]-thieno[2,3-c]quinoline ( 1 ) and benzo[h]naphtho[1′,2′:4,5]thieno[2,3-c][1,2,4]triazolo[4,3-a]quinoline ( 2 ), was achieved via oxidative photocyclization of 1-chloro-N-(1-naphthyl)naphtho[2,1-b]thiophene-2-carboxamide ( 5 ). The total assignment of their 1H and 13C nmr spectra was determined by the concerted use of two-dimensional nmr methods. 相似文献
3.
Two previously unknown heterocyclic ring systems, namely, [1]benzothieno[2,3-c]naphtho[2,1-f]quinoline ( 4 ) and [1]benzothieno[2,3-c]naphtho[1,2-g]quinoline ( 5 ) were synthesized via photocyclization of 3-chloro-N-(2-phenanthryl)benzo[b]thiophene-2-carboxamide ( 8 ) followed by chlorination and dechlorination. The total assignment of their 1H- and 13C-nmr spectra was determined by utilizing inverse-detected HMQC and HMBC two-dimensional nmr spectroscopic methods. 相似文献
4.
Lyle W. Castle Yoshinori Tominaga Raymond N. Castle 《Journal of heterocyclic chemistry》1994,31(5):1209-1217
The total 1H and 13C nmr spectral assignments of pyrrolizino[3,4,5-a,b]isoquinoline, benzo-[1,2]pyrrolizino[3,4,5-a,b]isoquinoline and 2-methylthiopyrrolizino[3,4,5-a,b]isoquinoline are reported. The concerted use of the COSY, HMQC, HMBC and nOe-difference experiments is used to generate total assignments of the 1H and 13C nmr spectra. 相似文献
5.
Jiann-Kuan Luo Steven L. Castle Raymond N. Castle 《Journal of heterocyclic chemistry》1993,30(3):653-658
The synthesis of two previously unknown heterocyclic ring systems, namely benzo[h]naphtho[2′,1′:4,5]thi-eno[2,3-c]quinoline (1) and benzo[f]naphtho[2′,1:4,5]thieno[2,3-c]quinoline (2) was accomplished via photocyclization of the appropriate amides followed by chlorination and catalytic dechlorination. The total assignment of 1H and 13C nmr spectra of 2 was determined utilizing two-dimensional nmr methods, providing unequivocal structural proof of the two novel polycyclic ring systems. 相似文献
6.
Kenji Sasaki Osamu Tokuda Takashi Hirota Jiann-Kuan Luo Raymond N. Castle 《Journal of heterocyclic chemistry》1996,33(3):847-853
The novel polycyclic heterocyclic ring system, naphtho[2,1-b:4,3-g]bisbenzo[b]thiophene was synthesized from 5-[2-(2-bromo-3-thienyl)ethenyl]naphtho[2,1-b][1]benzothiophene. The assignment of its 1H and 13C nmr spectra was also accomplished by utilizing two-dimensional nmr methods. 相似文献
7.
The 13C nmr spectra of 2- or 3-monosubstituted furo[2,3-b]- 1a-1j , furo[3,2-b]- 2a-2j , furo[2,3-c]- 3a-3j and furo[3,2-c]pyridine derivatives 4a-4j are reported. Effects by change in annelation and substituent effects on 13C chemical shifts and carbon-proton coupling constants are discussed. The spectra of benzo[b]furan derivatives 5a-5j having the corresponding substituent are also reported for comparison. 相似文献
8.
The structure of a new heterocyclic ring system, 2,3,7,8-tetrahydro-5H,10H-[1,5,3]dioxazepino[3,2-c]-indolo[3,2-g]pteridin-7-one, derived from isatins and 5-aminocytidine was assigned by establishing the regiochemistry with the aid of model reactions and 13C nmr techniques. 相似文献
9.
The synthesis and characterization of a number of 3-aryl-6H-isoxazolo[3,4-d]pyrazolo[3,4-b]pyridines and 3-aryl-6H-isoxazolo[5,4-d]pyrazolo[3,4–6]pyridines from common precursors, 5-benzoyl-4-chloro-1H-pyrazolo-[3,4-b]pyridines, has been described. The structures were determined by unambiguous chemical synthesis and by isolation and 13C nmr analysis of some key, isolated, intermediates. The ability of these compounds to displace [3H]flunitrazepam from CNS binding sites was also observed. 相似文献
10.
Cyclocondensation of 2,4,6-triaminopyrimidine ( 10 ) with chlorovinyl aldehyde 7 afforded the linear regioisomer 9,1 1-diamino-5,6-dihydrobenzo[f]pyrimido[4,5-c]quinoline ( 1 ) while the cyclocondensation of 2,6-diamino-4-hydroxypyrimidine ( 11 ) or 6-amino-2,4-dihydroxypyrimidine ( 12 ) with chlorovinyl aldehyde 7 was regiospecific affording the linear regioisomers 9-amino-11-oxo-5,6-dihydrobenzo[f]pyrimido[4,5-c]quinoline ( 2 ) and 9,11-dioxo-5,6-dihydrobenzo[f]pyrimido[4,5-c]quinoline ( 3 ) respectively. The linear structures of these compounds were established by 1H nmr and 13C nmr spectral data. 相似文献
11.
The 1H- and 13C-nmr spectra of [1]benzothieno[2,3-c]naphtho[1,2-h]quinoline and [1]benzothieno[2,3-c]-naphtho[1,2-h][1,2,4]triazolo[4,3-a]quinoline were totally assigned using a combination of two-dimensional nmr techniques. After correlation of the proton signals by a COSY spectrum and one-bond heteronuclear correlation, complete assignment of the 1H- and 13C-nmr spectra of the novel heterocyclic compounds required the application of long-range CH coupling information particularly for quarternary resonance assignments and the orientations of individual spin systems relative to one another. 相似文献
12.
Jiann-Kuan Luo Andrew S. Zektzer Raymond N. Castle 《Journal of heterocyclic chemistry》1991,28(3):737-743
The synthesis of two novel polycyclic heterocyclic ring systems via photocyclization are reported. These are benzo[f]thieno[2′,3′:4,5]thieno[2,3-c]quinoline and benzo[A]thieno-[2′,3′:4,5]thieno[2,3-c]quinoline. The total assignment of their 1H- and 13C-nmr spectra was determined by utilizing two-dimensional nmr spectroscopic methods. 相似文献
13.
L. H. Klemm Susan Johnstone Sandip K. Sur Daniel R. Muchiri 《Journal of heterocyclic chemistry》1989,26(5):1277-1281
Three compounds, thieno[3,2-b]pyridine 4-oxide, 7-nitrothieno[3,2-b]pyridine 4-oxide ( 1 c), and 6-cyano-thieno[2,3-b]pyridine, undergo nitration by means of a mixture of nitric and sulfuric acids to yield 3,7-dinitro-thieno[3,2-b]pyridine (3%), 3,7-dinitrothieno[3,2-b]pyridine 4-oxide ( 1d ) (26%), and 6-carbamoyl-5-nitrothieno[2,3-b]pyridine ( 6b ) (11%), respectively. Structures of the products were ascertained by spectral means, notably infrared, 1H nmr, and 13C nmr. It is proposed that 1d exists (at least in part) as a tricyclic structure and that 6b may result from an intramolecular mechanism of nitration. An attempt to de-N-oxygenate 1c with excess triphenylphosphine removes more than one oxygen atom per molecule (as triphenylphosphine oxide) without producing an identified thienopyridine product. 相似文献
14.
Alan R. Katritzky Fu-Bao Ji Wei-Qiang Fan Paolo Beretta M. Bertoldi 《Journal of heterocyclic chemistry》1992,29(6):1519-1523
Triazolo[6,7-d]phthalide has been synthesized in a seven step sequence from phthalide in 24% overall yield, and triazolo[6,7-d]dihydrocoumarin has been prepared in nine steps from dihydrocoumarin in 20% overall yield. The 1H and 13C nmr spectra and the tautomeric equilibria of the final compounds and intermediates are discussed. 相似文献
15.
Lyle W. Castle Yoshinori Tominaga Raymond N. Castle 《Journal of heterocyclic chemistry》1995,32(3):1033-1038
The 1H and 13C nmr spectral assignment of indolizino[3,4,5-a,b]isoindole and 2-methylthiobenz[f]-imidazo[5,1,2-c,d]indolizine are described. A concerted interpretation of the HMQC, HMQC-TOCSY, HMBC and nOe-difference experiments were used to assign the 1H and 13C resonances of indolizino-[3,4,5-a,b]isoindole, whereas for 2-methylthiobenz[f]imidazo[5,1,2-c,d]indolizine a concerted interpretation of the COSY, HMQC and HMBC experiments were used to generate spectral assignments. 相似文献
16.
Youhua Yang Anna-Britta Hrnfeldt Salo Gronowitz 《Journal of heterocyclic chemistry》1989,26(3):865-868
All three isomeric hitherto unknown thieno[c]isoquinolines have been synthesized in high yields by the Pd(0)-catalyzed coupling of 2-formylbenzeneboronic acid with t-butyl-N-(ortho-halothienyl)carbaniates. When 2-bromoacetanilide, instead of 2-bromoaniline, was coupled with orth-formylarylboronic acids under Pd-catalysis, phenanthridine and thieno[c]quinolines were obtained in improved yields. Total assignments of 1H nmr spectra of thieno[c]isoquinolines and thieno[c]quinolines are reported. Assignments are based on high resolution 300 MHz 1H nmr spectra, two-dimentional 1H-13C chemical shift correlation spectra and one-dimentional INADEQUATE 13C nmr spectroscopy. 相似文献
17.
Michel Legraverend Emile Bisagni Jean-Marc Lhoste 《Journal of heterocyclic chemistry》1981,18(5):893-898
A one step synthesis of s-triazolo[4,3-b]pyridazine using 3-chloro-6-hydrazinopyridazine and an appropriate thioformimidate is described. Applying this procedure to 5-O-benzoyl-1-benzylthio-1-formimidate-D-ribofuranose, 5′ benzoyl-6-chloro-3β-D-ribofuranosyl-s-triazolo[4,3-b]pyridazine was obtained. Substitutions of chlorine by nucleophilic reagents afforded some derivatives of a new series of C-nucleo-sides. Structural determination including anomeric configuration assignment is discussed based mainly on 1H nmr spectroscopy. 相似文献
18.
Kenji Sasaki Osamu Tokuda Takashi Hirota Jiann-Kuan Luo Ronald F. Federspiel Raymond N. Castle 《Journal of heterocyclic chemistry》1997,34(6):1829-1832
The polycyclic heterocyclic compound with a novel ring system, 15-chloro[1]benzothieno[2″,3″:3′,4′]-naphtho[1′,2′:4,5]thieno[2,3-c]quinoline was synthesized via photocyclization of 3-chloro-N-phenyl[1]-benzothieno[2′,3′:3,4]naphtho[2,1-b]fhiophene-2-carboxamide followed by chlorination with phosphorus oxychloride. The assignment of its 1H and 13C nmr spectra was accomplished by utilizing two-dimensional nmr methods. 相似文献
19.
A. Nagel H. C. Van Der Plas G. Geurtsen A. Van Veldhuizen 《Journal of heterocyclic chemistry》1979,16(2):301-304
13C nmr spectral data of the parent substance pyrido[2,3-b]pyrazine and several of its derivatives (containing one or more chloro, amino, oxo, bromo, fluoro, phenyl, methyl, hydrazino or t-butyl substituents) are reported. The 13C nmr spectrum of the parent substance has been assigned conclusively by 13C-labelling. Additionally we proved, the existence of anionic 1:1 σ-adducls i.e., 3-amino-3,4-dihydropyrido[2,3-b]pyrazine, the formation of 3-amino-2-t-butyl-6-chloro-3,4-dihydropyrido[2,3-b]pyrazinide ion and by 1H nmr spectroscopy 2-amino-1,2-dihydro-3-phenylpyrido[2,3-b]pyrazinide ion. The 13C nmr data of the cation of the dihydrale 2,3-dihydroxy-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine, present in a solution of the parent compound in N hydrochloric acid, are given. 相似文献
20.
Alain Rabaron Jean-Charles Lancelot Daniel Maurne Max Robba 《Journal of heterocyclic chemistry》1979,16(1):53-55
The main nmr parameters of 1,2,4-triazino[4,5-b]indazole derivatives were measured on the basis of their 13C nmr spectral analysis compared to indazole models. 1J C-H coupling constants were studied and the correct structure of 1,2,4-triazino[4,5-b]indazoles was elucidated. 相似文献