One Pot Synthesis of Some New Spiro[3H-Indol-3,5′(4′H)-[1,2,4] Oxadiazol]-2-Ones and Bis[Spiro[3H-Indol-3,5′(4′H)-[1,2,4] Oxadiazol]-2-Ones]

A facile preparation of the title compound by 1,3-dipolar cycloaddition reaction of benzonitrile oxides with isatin imines or isatin diimines, in excellent yield, are reported.     

Synthesis of Spiro[indole-3,2′-pyrroles] from Pyrrolopyrazinetriones and Aminocyclohexenones

Russian Journal of Organic Chemistry - 8-Benzoyl-2-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazine-1,6,7(2H)-trione reacted with 3-(alkylamino)-5,5-dimethylcyclohex-2-en-1-ones to give...     

Design,Synthesis, and Antibacterial Evaluation of Some Novel 3′-(Phenylamino)-1′H-spiro[indoline-3,2′-quinazoline]-2,4′(3′H)-dione Derivatives

A combinatorial synthesis and evaluation of antibacterial activity against clinically isolated resistant strains of Gram-positive and Gram-negative bacteria of 3′-(phenylamino)-1′H-spiro[indoline-3,2′-quinazoline]-2,4′(3′H)-dione derivatives is described.     

Synthesis of some new Spiro(Pyran-4,2′- Oxazolidine) and Pyridoxazolidine Derivatives

Ketene S,S-acetal 2 reacts with aminoethanol to afford 2-(1-acetal -2-oxo propylldine)oxazolldine 3 which was allowed to react with some active methylene compounds having an α- cyano or α-keto group to give spiro(pyran -4,2′-oxazolldine) derivatives 6-11. Compound 3 reacted with some α, β -unsaturated nltriles to afford the corresponding pyrldoxazolldine derivatives 12a-h through a nucleophillc addition and cyclization.     

Novel Fluorinated Spiro [Indole-indazolyl-thiazolidine]-2,4′-diones: Design and Synthesis

The reaction of indol-2,3-diones ( 1a–i ) with 5-aminoindazole ( 2 ) has resulted in the formation of hitherto unknown 3-(indazol-5-yl)iminoindol-2-ones ( 3a–i ) in quantitative yields which, on 1,3-dipolar cyclocondensation with mercaptoacetic acid ( 4 ), has afforded a series of new spiro heterocycles, 3′-(indazol-5-yl) spiro[3H, indol-3, 2′ -thiazolidine]-2,4′-diones* ( 5a–i ).     

A Large-Scale Synthesis of Spiro [Cyclopropane-1,9′- [9H] Fluorene] and Derivatives

Our studies of the conjugative properties of cyclopropanes required the synthesis of large quantities of spiro [cyclopropane-1,9′- [9H] fluorene] (1) and its derivatives.¹ The method of Corey² is suited for the preparation of modest (1–5 g) amounts of 1 in one step. This procedure has failed to produce the desired cyclopropane when applied to substituted fluorenones.³     

Synthesis and Herbicidal Activity of 2-Benzoyliminopyrimido[3,2-b]-1 2,4-Thiadiazolines

SincethesynthesisandherbicidalactivityofDPX-4l89wasreportedinl98o,awidevarietyofsulfonylureaswithimprovedselectivityand/oreffectivenesshavebeendeveloped'-'.Inacontinuingstudyonthesynthesisandherbicidalactivityofthiophenesulfonylureaandsubstitutedbenzenesulfonylureaderivatives'-',wehavefoundthatsulfonylureaherbicideshaveexcellentherbicidalactivityagainstawiderangeofweeds,butmostofthemwerenotselectivelyactiveherbicides.Inthispaperwedescribethesynthesisandherbicidalactivityofthirteen3-benzoly-l-…     

Synthesis of Spiro[benzo[h]chromene-4,3′-indoles] and Spiro[benzo[f]chromene-1,3′-indoles]

Russian Journal of Organic Chemistry - New spiro heterocycles, spiro[benzo[h]chromene-4,3′-indoles] and spiro[benzo[f]chromene-1,3′-indoles], have been synthesized in 50–60% yield...     

One‐Pot,High‐Yielding Synthesis of Novel Dihydrothiazolo[3,2‐a]pyrimidinones

Reaction between 6‐(un)substituted‐2‐thiouracils and E‐ethyl 4‐bromocrotonate under basic conditions at room temperature is an easy, mild, high‐yielding, and regioselective method for the preparation of 7‐(un)substituted dihydrothiazolo[3,2‐a]pyrimidinone derivatives.     

A Facile Synthesis of New [4,4′-BI-2H-1-Benzopyran]-2,2′-Diones

The paper describes the reaction of 2,2′-dihydroxybenzil 1 with Wittig reagent¹⁴ 2 leading to the formation of a new heterocyclic system 4,4′-bicoumarins 3. Exclusive formation of bicoumarin and not Tactone 4 is described.     

Solvent-Free One-Pot Synthesis of Spiro[indoline-3,4′(1H′)-pyrano[2,3-c]pyrazol]-2-one Derivatives by Grinding

The solvent-free one pot synthesis of spiropyranyl-oxindole in the presence of NaHCO₃ under grinding has been achieved. This process is simple, fast, efficient and environmentally benign.      

Synthesis and antitumor activity of some new pyrazolo[1,5-α]pyrimidines

New series of pyrazolo[1,5-α]pyrimidine derivatives 7a-i,11a-c and Schiff bases 13a-c were synthesized and screened for their in vitro antitumor activity against three human carcinoma cell lines,namely colorectal carcinoma(HCT116),prostate adenocarcinoma(PC-3) and liver carcinoma(HepG-2) using MTT cytotoxicity assay at 100 μg/mL.Some of the tested compounds displayed good anticancer activities against HCT-116 and PC-3 cells.Whereas,compounds 7d and 11 a showed better antitumor activity than the rest of the compounds against both cell lines.A structure-activity relationship(SAR) has been discussed and structures of the newly synthesized compounds were confirmed by different spectral data(MS,IR,~1H NMR and ~(13)C NMR) and elemental analysis.     

Green Aspect for Multicomponent Synthesis of Spiro[4H-indeno[1,2-b]pyridine-4,3′-[3H]indoles]

An efficient, four-component reaction of isatin, 1,3-indanedione, ethyl acetoacetate, and ammonium acetate in ethanol/water (9:1) system furnished spiro[4H-indeno[1,2-b]pyridine-4,3′-[3H]indoles] at room temperature. Merits of the method are mild reaction conditions, simple workup procedure, and ambient temperature. The synthesized compounds exhibit excellent fluorescence properties.     

Synthesis of Green Colored Photochromic 6′-Arylamino Spiro [2H]Naphth[1,2-b]oxazines

The published route to a series of 6′-arylamino substituted photochromic spirooxazines has been investigated with improvements made to perform the synthesis in satisfactory yield. The route has been exemplified with several novel derivatives prepared (including hydroxyl functionalised). Additionally, a one-pot procedure for the conversion of suitably functionalized 1,2-naphthoquinones into the photochromic compounds is reported.     

Synthesis of 4′-alkyl-8-azaspiro[bicyclo[3.2.1]octane-3,2′-morpholin]-5′-ones

N-Boc-protected 8-azaspiro[bicyclo[3.2.1]octane-3,2′-oxirane] reacted with primary aliphatic amines through opening of the epoxide ring with formation of the corresponding amino alcohols which were converted into N-chloroacetyl derivatives. The latter underwent cyclization to N-Boc-protected 4′-alkyl-8-azaspiro[bicyclo[3.2.1]octane-3,2′-morpholin]-5′-ones by the action of sodium hydride in DMF, and subsequent treatment with hydrogen chloride in ethyl acetate afforded 8-azaspiro[bicyclo[3.2.1]octane-3,2′-morpholin]-5′-one hydrochlorides.     

Synthesis and characterization of some new pyridines,thieno[2,3-b] pyridines and pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine-4(3H)-ones bearing styryl moiety

3-Cyano-5-ethoxycarbonyl-6-methyl-4-styrylpyridine-2(1H)-thione ( 3 ) was prepared by reaction of 2-cyano-5-phenylpenta-2,4-dienethioamide ( 2 ) with ethyl acetoacetate or by multicomponent reaction of cinnamaldehyde ( 1 ), cyanothioacetamide and ethyl acetoacetate in a moderate yield. Reaction of compound 3 with some N-aryl-2-chloroacetamides, in the presence of sodium acetate, gave the corresponding 2-(N-arylcarbamoylmethylsulfanyl)-3-cyano-5-ethoxycarbonyl-6-methyl-4-styrylpyridines 4a-f . When compounds 4a-f were subjected to Thorpe-Ziegler reaction conditions, they converted into the corresponding 3-amino-5-ethoxycarbonyl-2-(N-arylcarbamoyl)-6-methyl-4-styrylthieno[2,3-b]pyridines 5a-f . Compounds 5a,e,f were reacted, in turn, with 2,5-dimethoxytetrahydrofuran to furnish the corresponding 3-(pyrrol-1-yl)thieno-pyridines 6a,e,f . Reactions of 5a-f with triethyl orthoformate or nitrous acid were also carried out and their products were identified. Structural formulas of all synthesized compounds was characterized and confirmed on the basis of their elemental and spectral analyses.     

Synthesis and some transformations of trans-1-methyl-2-[β-(2′-thienyl)vinylene]-1H-benzimidazole

The condensation of 1,2-dimethylbenzimidazole with thiophene-2-aldehyde in the presence of fused zinc chloride results in 1-methyl-2-[β-(2-thienyl)vinylene]-1H-benzimidazole. Its electrophilic substitution reactions (nitration, bromination, sulfonation, formylation, acylation) were studied. All the reactions occur in the 5-position of the thiophene ring. Only in the case of bromination in dichloroethane 5′,5(6)-dibromo-derivative was obtained. Data of the quantum-chemical calculations of the total positive charge on the carbon atoms of the protonated molecules of thienylbenzimidazoles including the vinylene group and without it are reported.     

Synthesis and reactions of some new (E)-2-сyano-N′-[1-(pyren-3-yl)ethylidene]acetohydrazide derivatives

Russian Journal of General Chemistry - Some novel (E)-2-cyano-3-(substituted phenyl/dimethylamino)-N′-[1-(pyren-3-yl)]acrylohydrazides and benzochromenone-2-carbohydrazide derivatives were...     

Diastereoselectivity in α-Benzylation Reactions of Esters of Spiro[bornane-3,2′-indan]-2-exo-ol

The α-benzylation of a series of alkanoic esters of spiro[bornane-3,2′-indan]-2-exo-ol has been investigated and shown to proceed in 9–60% d.e.