bluuebunny/crossref_metadata_2025_split huggingface dataset:
The reactions of 5‐aryl‐2,3‐dimethylisoxazolium salts with aromatic aldehydes
Authors: Alberola Angel , Manuel Bañez J. , Calvo Luis , Rodríguez Rodríguez M. Teresa , Carmen Sañudo M. 
Published: March 2009

AbstractThe reactions of the 3‐methyl group in 5‐aryl‐2,3‐dimethylisoxazolium tetrafluoroborates with aromatic aldehydes, in the presence of piperidine were studied. Isoxazolium salt reactivity is independent of the phenyl group substituent at C‐5 on the isoxazolium salt ring. However, it does depend on the aldehyde structure.
The Synthesis of Novel Polycyclic Heterocyclic Ring Systems via Photocyclization. 12. Benzo[h]naphtho‐[2′,1′:4,5]thieno[2,3‐c]quinoline and benzo[f]‐naphtho[2′,1′:4,5]thieno[2,3‐c]quinoline
Authors: Luo Jiann‐Kuan , Castle Steven L. , Castle Raymond N. 
Published: March 2009

AbstractThe 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.
On the reaction between 3H‐1,2‐dithiolo[3,4‐b]pyridine‐3‐thione and primary alkyl and arylalkylamines
Authors: Borgna Pietro , Pregnolato Massimo , Invernizzi Anna Gamba , Mellerio Giorgio 
Published: March 2009

Abstract3H‐1,2‐Dithiolo[3,4‐b]pyridine‐3‐thione (10) reacts with primary alkylamines to give 1,2‐dihydro‐2‐thioxo‐3‐pyridinecarbothioamides 11a‐g and two minor products. Isothiazolo[5,4‐b]pyridine‐3(2H)‐thiones 12a‐g and 3‐imino‐3H‐1,2‐dithiolo[3,4‐b]pyridines 13a‐g were isolated and characterized. Further investigations allowed the synthesis of 12 and 13 in good yield.
The synthesis of 6,9‐bis[(aminoalkyl)amino] substituted benzo[g]quinoxaline‐, benzo[g]quinazoline‐ and benzo‐[g]phthalazine‐5,10‐diones via regiospecific displacements
Authors: Krapcho A. Paul , Maresch Martin J. , Helgason Anna L. , Rosner Kristin E. , Hacker Miles P. , Spinelli Silvano , Menta Ernesto , Oliva Ambrogio 
Published: March 2009

AbstractThe synthesis of 6,9‐difluoro substituted benzo[g]quinoxaline‐5,10‐diones (3A), benzo[g]quinazoline‐5,10‐diones (3B) and benzo[g]phthalazine‐5,10‐diones (3C) have been accomplished. Treatment of 3A, 3B or 3C with diamines or N‐(t‐butoxycarbonyl)ethylenediamine led to the corresponding 6,9‐bis[(aminoalkyl)amino]‐substituted analogues related to 2A, 2B and 2C, respectively. The mono‐substituted derivatives 4h and 4i could be isolated from displacements commencing from 3A. A competitive ring‐opening of the pyrimidine ring of 2C occurred during the reaction with N,N‐dimethylethylenediamine. Removal of the BOC‐protecting group from 2Ac led to the hydrochloride salt 2Ab. A novel synthetic pathway to 6,9‐dihydroxybenzo[g]‐phthalazine‐5,10‐dione (21a) was developed. Conversion of 21a to the ditosylate 21b was readily accomplished. Treatment of 21b with N,N‐dimethylethylenediamine or N‐(t‐butoxycarbonyl)ethylenediamine led to 2Ca and 2Cc, respectively. Removal of the BOC‐protecting group from 2Cc with trifluoroacetic acid followed by ion‐exchange led to the hydrochloride salt 2Cb. Treatment of ditosylate 21b with N‐(t‐butoxycar‐bonyl)ethylenediamine also led to the mono‐substituted analogue 25a along with a small amount of the O‐S cleavage product 25b. Treatment of 25a with N,N‐dimethylethylenediamine led to the unsymmetrically substituted derivative 25c which was converted into the trifluoroacetate salt 25d.
A reexamination of the reactions of 2,3‐dichloro‐1,4‐naphthoquinone with thioamides
Authors: Katritzky Alan R. , Fan Wei‐Qiang 
Published: March 2009

Abstract2,3‐Dichloro‐1,4‐naphthoquinone reacts with thioamides and thiourea to give mixtures of condensed thiazoles and thianthrenes.
Complete assignment of 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. Concerted use of two‐dimensional nmr techniques
Authors: Sasaki Kenji , Castle Lyle W. , Castle Raymond N. 
Published: March 2009

AbstractThe 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.
Amino acids in the synthesis of heterocyclic systems. The synthesis of 4‐oxo‐4H‐pyrido[1,2‐a]pyridines and 4‐oxo‐4H‐pyrido[1,2‐a]pyrimidines
Authors: Smodiŝ Janez , Stanovnik Branko , Tiŝler Miha 
Published: March 2009

AbstractThe pyridine and quinoline derivatives 2, 3, and 6 with an activated methylene group atα‐position in respect to the ring nitrogen atom were converted with 1, 8, or 9 into fused pyrido[1,2‐a]pyridine derivatives 4, 5, 7, and 10. In an analogous manner were the aminopyridines 16 and 17 transformed with thiazolone 9 into pyrido[1,2‐a]pyrimidine derivatives 20, 21, 25, and 26.
Structural study of alkaloids from securidaca longipedunculata roots. II. Isolation and characterization by supercritical fluid chromatography/mass spectrometry
Authors: Scandola Marina , Games David E. , Costa Carlo , Allegri Graziella , Bertazzo Antonella , Curcuruto Ornella , Traldi Pietro 
Published: March 2009

AbstractVarious alkaloids obtained from the methanol extracts of the roots of Securidaca Longipedunculata Fres. were studied using supercritical fluid chromatography/mass spectrometry. This hyphenated method and parallel unimolecular and collisionally activated decomposition experiments on electron impact‐generated molecular ions gave information on the structure of compounds. The presence of the ergoline skeleton in some of them was assigned.
Novel syntheses of 1,3,3‐trinitroazetidine
Authors: Katritzky Alan R. , Cundy Darren J. , Chen Jie 
Published: March 2009

AbstractAlternative methods for the synthesis of 1,3,3‐trinitroazetidine (TNAZ) from epichlorohydrin, and benzhydrylamine have been developed. These approaches employ N‐sulfonyl‐3‐(hydroxyimino)azetidines as penultimate intermediates and represent an improvement over previously published methods which require either diazo containing intermediates or involve low yielding procedures. Parallel methods employing N‐benzhydryl‐ and N‐benzyl‐3‐(hydroxyimino)azetidine were also investigated as alternate routes to TNAZ.
Substituent and solvent effects on the tautomer ratios between the hydrazone imine and diazenyl enamine forms in p‐ and m‐substituted 3‐(arylhydrazono)methyl‐2‐oxo‐1,2‐dihydroquinoxalines
Authors: Kurasawa Yoshihisa , Hosaka Tomoyoshi , Takada Atsushi , Kim Ho Sik , Okamoto Yoshihisa 
Published: March 2009

AbstractThe p‐ and m‐substituted 3‐(arylhydrazono)methyl‐2‐oxo‐1,2‐dihydroquinoxalines 1a‐i and 2a‐d exhibited tautomeric equilibria between the hydrazone imine A and diazenyl enamine B forms in a series of mixed dimethyl sulfoxide/trifluoroacetic acid media. The substituent and solvent effects on the tautomer ratios of A to B in a series of mixed media were studied for compounds 1a‐i and 2a‐d by the nmr spectroscopy. The linear correlation of the Hammett σp and σm values with the tautomeric equilibrium constants KT ([A]/[B]) was found in the dimethyl sulfoxide media of compounds 1a‐i and 2b‐d. On the other hand, the linear correlation of the Hammett σp and σm values with the log C'(A:B = 1:1) was also observed in a series of mixed media of compounds 1a‐h and 2a‐c, wherein C'(A:B = 1:1) indicated the concentrations of trifluoroacetic acid (mol/l) giving 1:1 tautomer ratios in a series of mixed media. The increase in the Hammett σp or σm values decreased the KT values in dimethyl sulfoxide media and augmented the C'(A:B = 1:1) values in a series of mixed media. The Hammett σp or σm values controlled the electron density of the side chain nitrogen atom, which influenced the C'(A:B = 1:1) values. In the KT value temperature dependence, the higher temperature provided the larger KT values in dimethyl sulfoxide media regardless of the Hammett σp or σm values.
Synthesis and spectral properties of 6H‐1‐(2‐, 3‐ and 4‐R‐Phenyl)‐2,7,7‐trimethyl‐4,5,7,8‐tetrahydropyrrolo[3,2‐c]azepin‐4‐ones
Authors: Martínez Roberto , López Gema , Gustavo Avila Z. J. 
Published: March 2009

AbstractThe preparation of novel 4,5,7,8‐tetrahydropyrrolo[3,2‐c]azepin‐4‐ones is described. The structure of all the products was corroborated by ir, mass spectrometry and 1H and 13C‐nmr.
A semiempirical conformational analysis of the 3‐phenyl‐1,2,3‐oxathiazolidine 2‐oxide
Authors: Do Val Amelia M. G. , Guimarães Afonso C. , De Almeida Wagner B. 
Published: March 2009

AbstractAn extensive conformational search for the heterocyclic compound 3‐phenyl‐1,2,3‐oxathiazolidine 2‐oxide has been carried out using the semiempirical quantum‐mechanical method PM3. All torsion angles were varied in the geometry optimization procedure which led to the prediction of four distinct conformers. Barriers to internal rotation leading to conformational interconversions were also calculated. The results of the present study indicate that this five‐member ring substituted heterocyclic system may be expected to exist as a mixture of stable conformers rather than a unique molecular entity.
New hypoxia‐selective cytotoxines derived from quinoxaline 1,4‐dioxides
Authors: Monge A. , Palop J. A. , González Mercedes , Martínez‐Crespo F. J. , De Ceráin Adela López , Sáinz Yolanda , Narro Susana , Barker A. J. , Hamilton E. 
Published: March 2009

AbstractA new series of quinoxaline 1,4‐dioxides, structurally related to the benzotriazine tirapazamine 1 have been prepared starting from 5,6‐dichlorobenzofuroxane 2. The Beirut reaction between 2 and alkyl or aryl thiopropanones afforded the 2‐methyl‐3‐alkyl(aryl)thioquinoxaline 1,4‐dioxides 3a‐3e. Selective oxidation of 3 with m‐chloroperbenzoic acid yielded the sulphinyl 4a‐4c and sulphonyl 5a‐5b derivatives. Replacement of the sulphonyl group of 5a by chlorine or bromine gave 6 or 7, while nucleophilic displacement by 3‐(N,N‐dimethylamino)propylamine afforded 8. A dimer 9 was prepared from 5a and hydrazine hydrate. The methylthio group of 3a was replaced by using formamidine acetate giving the amino compound 10. Bromination of the methyl group of 3b afforded 11, which reacted with 2‐aminoethanol giving 12. Compounds were tested as cytotoxic agents both in oxic and in hypoxic cells.
7‐(2‐fluorobenzyl)‐4‐(substituted)‐7‐H‐imidazo[4,5‐d −1,2,3‐triazines and −7H‐pyrazolo[3,4‐d]‐1,2,3‐triazines. Synthesis and anticonvulsant activity
Authors: Kelley James L. , Wilson David C. , Styles Virgil L. , Soroko Francis E. , Cooper Barrett R. 
Published: March 2009

AbstractThe imidazo[4,5‐d]‐1,2,3‐triazine and pyrazolo[3,4‐d]‐1,2,3‐triazine analogues of the potent anticonvul‐sant purine, BW 78U79 (9‐(2‐fluorobenzyl)‐6‐methylamino‐9H‐purine, 1), were synthesized and tested for anticonvulsant activity. The imidazo[4,5‐d]‐1,2,3‐triazines 11–13 were prepared in four steps from 5‐aminoimidazole‐4‐carboxamide (2) and the pyrazolo[3,4‐d]‐1,2,3‐triazines 18–21 were synthesized starting with 5‐amino‐1‐(2‐fluorobenzyl)pyrazole‐4‐carbonitrile (14). The intermediate 1,2,3‐triazin‐4‐ones 6 and 16 were converted to the 4‐substituted targets via the 4‐(4‐dimethylaminopyridinium) salts 10 and 17. Imidazotriazine 11 had potent anticonvulsant activity against maximal electroshock‐induced seizures, but its propensity to cause emesis precluded further development.
Comparison of the reactivity of thiophene, thiophene 1‐oxide, and thiophene 1,1‐dioxide as diene for diels‐alder reactions. An ami semiempirical study
Authors: Jursic Branko S. 
Published: March 2009

AbstractA semiempirical AMI theoretical study was carried out to examine the very low reactivity of thiophene; for example, the high reactivity of thiophene 1‐oxide as a diene in the Diels Alder reactions. The reactivities of cyclopentadiene, thiophene, thiophene 1‐oxide, and thiophene 1,1‐dioxide were studied as dienes in the reaction with ethylene, cyclopropene, and benzoquinone. Ethylene was chosen as a standard, while cyclopropene, with its high strain energy was released in the course of a reaction making it relatively reactive. The benzoquinone has a lower LUMO energy, making it a very reactive dienophile for the Diels‐Alder reaction. Frontier molecular orbital energy gap between the reactants was considered, and the disadvantage of this approach in studying the reactivity was demonstrated. For all combinations, the corresponding transition structures are generated and the activation energies are estimated. The estimated activation barrier for sulfur dioxide elimination from the adduct was used to explain the failure to accumulate the cycloadduct in the reaction mixture. The obtained results are compared with experimental data when available. An excellent agreement of theory and experiment was obtained.
A novel synthesis of 5‐acylaminooxazoles
Authors: Katritzky Alan R. , Wu Hong , Xie Linghong 
Published: March 2009

Abstract1,2‐Diacylamino‐1,2‐di(benzotriazol‐1‐yl)ethanes 2, easily prepared from the condensation of 1,2‐di(benzotriazol‐1‐yl)ethane‐1,2‐diol (1) and primary amides, were converted to 5‐acylaminooxazoles in good to moderate yields via intramolecular cyclization upon treatment with sodium hydride.
Acid catalyzed α‐alkylation of β‐aminothiophenes with aldehydes. synthesis of 2‐alkyl 3‐thiophenamines, bis(3‐amino‐2‐thienyl)‐methane derivatives and dithieno[3,2‐b:2′,3′‐e]pyridines
Authors: Berkaoui M'Hamed , Outurquin Francis , Paulmier Claude 
Published: March 2009

AbstractThe acid catalyzed reaction of 3‐thiophenamines with aldehydes in the presence of selenophenol as the reducing agent, gives 2‐alkyl‐3‐miophenamines. Without reduction, bis(3‐amino‐2‐thienyl)methane derivatives have been obtained and transformed into dithieno[3,2‐b:2′,3′‐e]pyridines by thermal and acidic treatment when the substrates are primary amines. These new tricyclic heterocycles can be synthesized in a one‐pot procedure from 3‐thiophenamine.
First asymmetric synthesis of 3‐alkoxycarbonyl‐2‐amino‐4‐aryl‐4H‐naphtho[1,2‐b]pyrans
Authors: Martín Nazario , Martínez‐Grau Angeles , Seoane Carlos , Marco José L. , Albert Armando , Cano Félix H. 
Published: March 2009

AbstractThe first asymmetric synthesis of 3‐alkoxycarbonyl‐2‐amino‐4‐aryl‐4H‐naphtho[1,2‐b]pyrans, by Michael addition of 1‐naphthol to chirally modified arylidenecyanoacetates 6 and 7, is described. Good yields and low diastereomeric excesses have been obtained in the 1,4‐conjugate additions. The absolute stereochemistry at C‐4 in major isomers of pyrans 8 and 9 has been assigned as 5 by X‐ray analysis of major pyran 8.
C‐5 functionalization of trisubstituted imidazoles with azodicarbonyl compounds
Authors: Yamazaki Chiji , Arima Hideshi , Udagawa Satoru 
Published: March 2009

AbstractCertain 1,2,4‐trisubstituted imidazoles underwent electrophilic attack of azodicarbonyl compounds on the 5‐position to form 5‐(1,2‐dialkoxycarbonyl)hydrazino‐ and 5‐(4‐phenyl‐3,5‐dioxo‐1,2,4‐triazolidin‐1‐yl)imidazole derivatives in moderate to high yields. The reaction was highly susceptible to the nature and the substitution pattern of the substituents on the imidazole ring. Thus 1,4‐di‐ or 1,2,5‐trisubstitued imidazoles, and 2‐methylsulfinylimidazoles gave no reaction. Reductive cleavage of the tetrasubstituted imidazoles with zinc dust‐acid gave the 1‐ or 1,2‐cleaved product depending upon the reaction temperature, but the hydrazino moiety remained intact.
Novel hexahydrofuro[3,4‐b]‐2(1H)‐pyridones from 4‐aryl substituted 5‐alkoxycarbonyl‐6‐methyl‐3,4‐dihydropyridones
Authors: Morales Alhmed , Ochoa Estael , Suárez Margarita , Verdecia Yamila , González Leandro , Martín Nazario , Quinteiro Margarita , Seoane Carlos , Soto José L. 
Published: March 2009

AbstractThe title compounds 6 have been prepared in a one‐step procedure from the corresponding 4‐aryl substituted 5‐alkoxycarbonyl‐6‐methyl‐3,4‐dihydropyridones 4 in good yields. Quantum chemical calculations reveal a non‐planar molecule with a distorted dihydropyridone ring and two favoured conformations. The 13C nmr data and theoretical calculations support a strong push‐pull effect on the olefinic moiety.
Synthesis and electron impact mass spectra of 3‐substituted 2‐acylaminoindazoles
Authors: Kotali Antigoni , Harris Philip A. 
Published: March 2009

Abstract3‐Substituted‐2‐acylaminoindazoles 2 were prepared via oxidative cyclization of o‐aminoaryl ketone acylhydrazones 1 with iodosobenzene diacetate. Their electron ionization mass spectra were recorded and in addition to the molecular ions show common fragmentation pathways corresponding to the [M‐N2]+, [M‐NHCOX]+ and [M‐COX]+ ions, with some influence on the skeletal fragmentation by different substituents.
Syntheses of 2‐(2‐arylethyl)‐1‐methylimidazoles
Authors: Shafiee A. , Morteza‐Semnani K. , Foroumadi A. 
Published: March 2009

Abstract2‐(2‐Arylethyl)‐1‐memylimidazoles 3 could be prepared by different methods. The best method was the Wittig reaction of aryltriphenylphosphonium chloride 8 with 2‐formyl‐1‐methylimidazole to give compound 6. Reduction of compound 6 with Raney nickel gave compound 3.
1,3‐Dipolar cycloaddition reactions of isothiazol‐3(2H)‐ones with nitrile oxides. An unexpected site selectivity of the carbonyl bond of 5‐benzoyl‐isothiazol‐3(2H)‐one
Authors: Coutouli‐Argyropoulou E. , Anastasopoulos C. 
Published: March 2009

Abstract2,6‐Dichlorobenzonitrile oxide (2a) reacts with isothiazolones 1a and 1b at the ethylenic double bond to give 4 via transformation of the primary cycloadducts 3. Mesitonitrile oxide (2b) adds preferentially to the carbonyl double bond of 1b yielding the monoadduct 5 and the bisadduct 6.
The preparation of 4‐substituted pyrylium salts and their use in dienal synthesis
Authors: Charoenying Patchanee , Hemming Karl , McKerrecher Darren , Taylor Richard J. K. 
Published: March 2009

AbstractThe unsubstituted pyrylium nucleus is shown to undergo reaction with cuprate or secondary Grignard organometallic reagents to give intermediate 4‐substituted pyrans which are converted into the corresponding 4‐substituted pyrylium salts (7 examples) in fair to good overall yield. The synthetic utility of the 4‐substituted pyrylium heterocycles is demonstrated by their reaction with organolithium reagents to give 3,5‐disubstituted dienals in a highly stereospecific manner (7 examples) via electrocyclic ring opening of the intermediate 2‐substituted pyrans.
Synthesis of 3‐substituted‐2,3,4,5‐tetrahydro‐1H‐naphth[1,2‐d]‐imidazole‐2,4,5‐triones and 1‐Substituted‐2,3,4,9‐tetrahydro‐1H‐naphth[2,3‐d]imidazole‐2,4,9‐triones
Authors: Bozzini Silvano , Nitti Patrizia , Pitacco Giuliana , Pizzioli Alessandro , Russo Claudio 
Published: March 2009

AbstractTricyclic compounds with an imidazolinone ring fused to 1,2‐ and 1,4‐naphtoquinones were synthesized by a reaction of 4‐amino‐1,2‐naphthoquinone and 2‐amino‐1,4‐naphthoquinone with electrophilic symmetric and non symmetric diazenes.
Synthesis and anti‐HIV‐1 activity of a series of 1‐(alkoxymethyl)‐5‐alkyl‐6‐(arylselenenyl)uracils and ‐2‐thiouracils
Authors: Kim Dae‐Kee , Kim Young‐Woo , Gam Jongsik , Kim Ganghyeok , Lim Jinsoo , Lee Namkyu , Kim Hun‐Taek , Kim Key H. 
Published: March 2009

AbstractA series of 1‐(alkoxymethyl)‐5‐alkyl‐6‐(phenylselenenyl)uracils and ‐2‐thiouracils modified at the 3‐ and/or 5‐position of the C‐6 phenylselenenyl ring with methyl or fluoro substituent has been synthesized and tested for their ability to inhibit HIV‐1 replication. Lithiation of the acyclic uracil and 2‐thiouracil derivatives 11‐14 and 27‐32 with lithium diisopropylamide or lithium bis(trimethylsilyl)amide followed by reaction with an appropriate diaryl diselenide afforded 6‐arylselenenyl compounds 18‐26 after removal of the tert‐butyldimethylsilyl protecting group and 35‐47. Compounds 48‐54 were prepared from compounds 38‐44 by oxidative hydrolysis of the thione function. Of these compounds, 50 inhibited HIV‐1 replication in human T4 lymphoblastoid cells at a 50% effective concentration (EC50) of 0.0047 μM with a selectivity index of >42600.
Syntheses of 4‐(2‐hydroperoxy‐2,2‐diarylethyl)‐3,5‐dimethylpyrazoles, 4‐(2‐hydroxy‐2,2‐diarylethyl)‐3,5‐dimethylpyrazoles and the related compounds
Authors: Ouyang Jie , Nishino Hiroshi , Kurosawa Kazu 
Published: March 2009

AbstractThe reactions of 1,1‐disubstituted ethenes with 2,4‐pentanedione in the presence of manganese(III) acetate and atmospheric oxygen yielded 4‐acetyl‐6,6‐diaryl‐3‐methyl‐1,2‐dioxan‐3‐ols. The latter gave 4‐(2‐hydroperoxy‐2,2‐diarylemyl)‐3,5‐dimethylpyrazoles by the reaction with hydrazines in methanol‐acetic acid (1:1 v/v) at 50° in 15‐77% yields, or 4‐(2‐hydroxy‐2,2‐diarylethyl)‐3,5‐dimethylpyrazoles by the reaction with hydrazines in methanol in 2‐78% yields. The acid‐catalyzed reaction of 4‐(2‐hydroperoxy‐2,2‐diarylethyl)‐3,5‐dimethylpyrazoles yielded 4‐(aroylmethyl)‐3,5‐dimethylpyrazoles (15‐55%) and 4‐(2,2‐diarylethenyl)‐3,5‐dimethylpyrazoles (9‐29%).
Synthesis and reactivity of 2,3‐dihydro‐1H‐pyrrolo[1,2‐a]indole derivatives, analogs of the FR900482 and mitomycin C active intermediates
Authors: Zhang Weihong , Locurcio Michael , Lin Chuan‐Chuan , Jimenez Leslie S. 
Published: March 2009

AbstractA series of 2,3‐dihydro‐1H‐pyrrolo[1,2‐a]indoles were prepared as analogs of the active intermediates of the natural products, mitomycin C and FR900482, and their reactions with various nucleophiles were studied.
Versatile synthesis of 6‐substituted 8‐deazapteridine‐2,4‐diamines. Formal total synthesis of 8,10‐dideazaminopterin
Authors: Troschütz Reinhard , Karger Alexander 
Published: March 2009

AbstractA new synthesis of 4‐amino‐4‐deoxy‐8,10‐dideazapteroic acid (11d) and 6‐substituted and 5,6‐anellated 8‐deazapteridine‐2,4‐diamines, 10a, 10d, 25, is described. Starting from keteneaminals 1 or 12 and enaminones 4 or β‐aminoketone 17 the title compounds can be prepared via functional group transformation of 2‐amino‐3‐nitropyridines 5 or nicotinate 13a yielding 3‐amino‐α‐picolinonitriles 9 which are cyclocondensed with guanidine.
New 4‐(benzotriazol‐1‐yl)‐1,2,3‐triazole derivatives
Authors: Biagi Gialiana , Giorgi Irene , Livi Oreste , Scartoni Valerio , Velo Silvia , Barili Pier Luigi 
Published: March 2009

AbstractA new 4‐(benzotriazol‐1‐yl)‐1,2,3‐triazole structure was obtained by the diazotization reaction of either of 1‐(2‐aminophenyl)‐4‐carboxamido‐5‐amino‐1H‐1,2,3‐triazole (1c) or of the corresponding Dimroth isomer 1d. It underwent some common reactions to evaluate its chemical behaviour and structure. An analogous reaction sequence was carried out from the 2‐nitro‐4‐methylphenyl azide, to assign the structure to the nitro derivatives prepared. The structure of the new compounds prepared was confirmed by chemical and spectroscopic methods.
A new synthesis of aryl substituted quinazolin‐4(1H)‐ones
Authors: Roth Gary A. , Tai Jimmy J. 
Published: March 2009

AbstractTreatment of a variety of substituted 2‐aminobenzonitriles with formic acid under strong acid catalysis provides the corresponding quinazolin‐4(1H)‐ones in good yield. A potential reaction pathway is described.
Syntheses of 2‐spiroindoles and pyrrolof[1,2‐a]indoles
Authors: Malapel‐Andrieu B. , Mérour J.‐Y. 
Published: March 2009

AbstractC‐alkylated products obtained from methyl 3‐hydroxyindole‐2‐carboxylate afford either spiro compounds, such as an indolic analogue of nitramine, or tricyclic products with a pyrrolo[1,2‐a]indole framework. Di‐C‐alkylated derivatives give access to tetracyclic compounds.