Synthesis of anacardic acids, 6-[8(Z),11(Z)-pentadecadienyl]salicylic acid and 6-[8(Z),11(Z),14-pentadecatrienyl]salicylic acid

11-Chloro-3-methoxy-2-undecenal was synthesized from 8-bromooctanol, and an annelation reaction with this aldehyde and ethyl acetoacetate proceeded to give the ethyl 6-(8-chlorooctyl)salicylate. Ethyl 6-(8-chlorooctyl)salicylate was converted to ethyl 6-(7-formylheptyl)-2-methoxybenzoate through the iodide after protection of the phenolic hydroxyl group. Finally, the Wittig reaction with the aldehyde and triphenylphosphonium iodides in the presence of BuLi gave the methoxybenzoates, and then treatments of these methoxybenzoates with BBr3 in CH2Cl2 and 10% NaOH in ethanol gave 6-18(Z),11(Z)-pentadecadienyllsalicylic acid (anacardic acid 3) and 6-[8(Z),11(Z),14-pentadecatrienyl]salicylic acid (anacardic acid 4) which were isolated from plants of the anacardiaceae.     

Synthesis and binding studies of new bis-calix[4]arenes containing aromatic and heteroaromatic units

A series of new bis-calix[4]arenes containing different aromatic and heteroaromatic moieties have been synthesized. The complexing behavior of these bis-calix[4]arenes have been studied towards different metal ions and it has been found that these bis-calix[4]arenes bind silver ions selectively over other metal ions. The complexation has been studied by liquid-liquid extraction and by NMR and IR spectroscopy.     

Synthesis of some 5H-imidazo[4,5-e]-as-triazin-6-(7H)ones (6-azapurin-8-ones)

Treatment of 1,3-dialkyl-7-azalumazine derivatives with alcoholic sodium hydroxide caused a benzylic acid type rearrangement followed by decarboxylation and oxidation by air to give the corresponding 5,7-dialkyl-5H-imidazo[4,5-e]-as-triazin-6-(7H)ones (7,9-dialkyl-6-azapurin-8-ones).     

Synthesis of [1]Benzopyrano[3,4-c][2]benzazepine-6, 8, 13(7H)-triones

Hitherto unknown [1] benzopyrano [3,4-c] [2] benzazepine-6,8,13(7H)-triones (4a-e) have been synthesized by the intramolecular cyclodehydration of N-(2-oxo-2H-1-benzopyran-3-yl) phthalamic acids (3a-e) obtained by the reaction of 3-amino coumarins (1a-e) with phthalic anhydride (2)     

Perfluorocyclobutyl (PFCB) aromatic polyethers: Synthesis and characterization of new sulfonimide containing monomers and fluoropolymers

The synthesis and thermal cyclopolymerization of aryl trifluorovinyl ether monomers containing novel sulfonimide acid functionalities are described. The monomers are prepared starting from commercially available 4-bromophenol in five steps. These novel polymers explore a new versatile class of partially fluorinated polymers for potential use in fuel cells and other electrochemical applications.     

Synthesis of 6H-pyrazolo[2,3-a][1,3,5]benzotriazepines

Treatment of 5-amino-1-(2-aminophenyl)-1H-pyrazole-4-carbonitrile ( 15 ) with triethyl orthoformate produces 6H-pyrazolo[2,3-a][1,3,5]benzotriazepine-3-carbonitrile ( 16 ). Other members of this novel ring system result from treating 15 with triethyl orthoacetate and triethyl orthopropionate. These latter reactions, which yield homologs 17 and 19 , respectively, of 16 , also produce acyclic Schiff bases. These Schiff bases are useful in determining the position of the triazepine double bond in pyrazolobenzotriazepines 16 , 17 and 19 , using ¹³C nmr spectroscopy.     

A pcu-type metal-organic framework with spindle [Zn7(OH)8]6+ cluster as secondary building units

The in situ solvothermal reaction of 9,10-dicyanoanthracene and ZnCl(2)/NaN(3) gave the complex, {[Zn(7)(OH)(8)(DTA)(3)].H(2)O}(n) () (DTA(2-) = 9,10-ditetrazolateanthracene), which presents a pcu-type topological framework formed by DTA(2-) bridging unprecedented heptanuclear spindle [Zn(7)(OH)(8)](6+) clusters as SBUs, and exhibits strong luminescent emission with long lifetime.     

Synthesis of 5H-Tetrazolo[1,5-d] [1,4]benzodiazepin-6(7H)ones

Syntheses of 5H-tetrazolo [1,5-d] [1,4 ]benzodiazepin-6(7H)ones 2a-d from 5-(o-aminophenyl)-tetrazoles 1a-d and bromoacetyl bromide are described. Compounds 2a-d are representatives of a novel tricyclic ring system. Several alternate methods for the synthesis of 2a-d were attempted without success. Spectral evidence for structural assignments 2a-d is presented. Chemical evidence for these assignments includes the transformation of 2a to 6-(2,2-dimethylhydrazino)-5H-tetrazolo[1,5-d] [1,4]benzodiazepine ( 19 ) via the thione analog of 2a ( 18 ).     

Synthesis of 6-oxaestra-1,3,5(10),8,14-pentaenes

The Wendler version of the Torgov-Ananchenko scheme of total steroid synthesis was shown to be applicable to the preparation of 6-oxaestra-1,3,5(10),8,14-pentaenes. Conditions for cyclodehydration of secosteroids thus obtained were found, which ensured isolation of the target compounds in a high yield without using chromatographic purification methods.     

Synthesis and characterization of aromatic poly(ether ketone)s containing cyclotriphosphazene units

Bis(4-oxybenzoic acid) tetrakis(phenoxy) cyclotriphosphazene (IUPAC name: 4-[4-(carboxyphenoxy)-2,4,6,6-tetraphenoxy-1,3,5,2λ⁵,4λ⁵,6λ⁵-triazatriphosphinin-2-yl]oxy-benzoic acid) was synthesized and direct polycondensed with diphenylether or 1,4-diphenoxybenzene in Eaton's reagent at the temperature range of 80–120°C for 3 hours to give aromatic poly(ether ketone)s. Polycondensations at 120°C gave polymer of high molecular weight. Incorporation of cyclotriphosphazene groups in the aromatic poly(ether ketone) backbone greatly enhanced the solubility of these polymers in common organic polar solvents. Thermal stabilities by TGA for two polymer samples of polymer series ranged from 390 to 354°C in nitrogen at 10% weight loss and glass transition temperatures (T_g) ranged from 81.4 to 89.6°C by DSC. © 1998 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 36: 1227–1232, 1998     

7-(羟甲基)-8-氮杂螺[4.5]癸烷-8-羧酸叔丁酯的合成

以8-氮杂螺[4.5]癸烷-7,9-二酮为原料,通过酰胺还原、N-Boc保护、甲酰化、醛基四步反应还原反应合成得到目标化合物7-(羟甲基)-8-氮杂螺[4.5]癸烷-8-羧酸叔丁酯,总收率29.8％.反应中间体及产物结构经1 H NMR和ESI-MS确证,同时对每步反应条件进行讨论.该研究提供了一种新结构的含氮螺环化合...     

Synthesis of [5]-, [6]-, and [7]helicene via Ni(0)- or Co(I)-catalyzed isomerization of aromatic cis,cis-dienetriynes

An original approach to helicene frameworks exploiting atom economic isomerization of appropriate energy-rich aromatic cis,cis-dienetriynes has been developed. The new paradigm provides nonphotochemical syntheses of helicenes based on the easy, convergent, and modular assembly of key cis,cis-dienetriynes and their nickel(0)-catalyzed [2+2+2] cycloisomerization. The potential of the methodology is underlined by the syntheses of the parent [5]helicene (2), 7,8-dibutyl[5]helicene (23), [6]helicene (24), and [7]helicene (25). The approach can be adapted to prepare functionalized helicenes as exemplified by the eight-step synthesis of 7,8-dibutyl-2,3-dimethoxy[6]helicene (34). Density functional theory (DFT) calculations showed that bis[2-((1Z)-1-buten-3-ynyl)phenyl]acetylene (1) and isomeric [5]helicene (2) differ enormously in the Gibbs energy content (DeltaG = -136.6 kcal x mol(-1)) to favor highly the devised intramolecular simultaneous construction of three aromatic rings.     

Synthesis and electrochemical properties of 2,6-bis（6-aryl-[1,2,4]- triazolo[3,4-b][1,3,4]-thiadiazole-3-yl）pyridines

By the condensation of 2,6-bis（4-amino-5-mercapto-[1,2,4]-triazoles-2）pyridine with aromatic acid in the presence of phosphorus oxychloride. Compounds of 2,6-bis（6-aryl-[1,2,4]-triazolo[3,4-b][1,3,4]-thiadiazole-3-yl）pyridines were synthesized. Their structures were confirmed by IR, ^1H NMR spectroscopies and elemental analysis. Their electrochemical behavior and cyclic voltammogram also were be studied. The results showed that they have high ionization potentials and good affinity.     

[f]-Fused purine-2,6-diones: Synthesis of new [1,3,5]- and [1,3,6]-thiadiazepino-[3,2-f]-purine ring systems

Summary 6-Phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,8,9-hexahydro-[1,3,5]-thiadiazepino-[3,2-f]-purine (5) was obtained by a three-step synthesis from 8-mercapto-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (1) and 2-(benzoylamino)-ethyl chloride (2)via 8-(benzoylaminoethylthio)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (3) and its chloromido derivative4. The analogous 9-phenyl-1,3-dimethyl-2,4-dioxo-1,2,3,4,6,7-hexahydro-[1,3,6]-thiadiazepino-[3,2-f]-purine (7) was synthesized either from compound1 and N-(2-chloroethyl)-benzimido chloridevia N-(chloroethyl)-S-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-7H-purin-8-yl)-benzothioimide (6), or alternatively from 7-(2-benzoylaminoethyl)-8-bromo-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione (9), its 8-mercapto derivative10 and the corresponding chloroimido compound11 being the intermediates.Part of this paper was presented as a preliminary report at the Congress of Czech and Slovak Chemical Societies, Olomouc, Czech Republic, September 13–16, 1993