共查询到20条相似文献,搜索用时 15 毫秒
1.
Elie Elia Aboujaoude Noöl Collignon Philippe Savignac 《Phosphorus, sulfur, and silicon and the related elements》2013,188(3-4):231-243
Abstract On rélise la synthése d'hétérocycles α-phosphoniques par condensation de bis-nucléophiles-1,2, -1,3 et -1,4 avec des énamines β-phosphoniques 2 portant un groupe fonctionnel [C(O)R, C(O)OC2H5, CN]. Avec la guanidine. l'acétamidine, la S-méthyl-isothiourée et l'acéomalonimide on prépare les diétho[xacute]yphosphinyl-4 pyrimidines 5 et 8 avec des redements supérieurs á 50%. Les hydrazines substitutées conduisent aux diéthoxyphosphinyl-4 pyrazoles 11 α plus de 90%. Avec l'hydroxylamine, on obtient par déshydratation spontanée de l'intermédiaire réactionnel l'énol du β-cétophosphonate α-nitrile 18. Dans le cas de l'orthophényléne diamine la réaction ne donne pas la diazépine 23 mais évolue vers la régénération du β-cétophosphonate de départ par élimination de benzimidazole. Synthesis of α-phosphonic heterocycles is described by condensation of 1,2- 1,3- or 1,4-bis-nucleophiles with β-phosphonic enamines 2 bearing a functional group. From guanidine and analogs 4-diethoxyphosphinyl pyrimidines 5 and 8 are obtained with yields up to 50%. Substituted hydrazines give 4-dietho-xyphosphinyl pyrazoles 11 with very good yields. With hydroxylamine a spontaneous dehydration gives the enolic form 18 of a β-ketophosphonate α-nitrile. Orthophenylene diamine is a special example in fact the departure β-ketophosphonate is recovered with benzimidazole elimination. 相似文献
2.
Noureddine Raouafi Khaled Boujlel Mohamed Lamine BenKhoud 《Phosphorus, sulfur, and silicon and the related elements》2013,188(7):1387-1395
The condensation of N1-benzimidazolyl amidines 1 with tris(dimethy- lamino)phosphine leads to the corresponding [1,2a]Benzimidazolo-1,3,5,2-triazaphosphorines 3 . The N2-phosphoroamidine intermediates 2′ are isolated and yielded the corresponding cyclic compounds 4 upon heating. The oxidation by sulfur of the compounds 3 gives the thiooxide derivatives 4 . The structure of these compounds is unambiguously confirmed by IR, 1H, 31P, and 13C NMR spectroscopy and by MS for some products. 相似文献
3.
Abdallah Harizi Hedi Zantour 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1):219-229
Abstract A variety of 2-phosphonomethyl N-amidobenzimidazoles and 2-phosphonomethyl N-hydrazidobenzimidazoles has been efficiently synthesized by treatment of 2-phosphonométhyl N-ethoxycarbonylbenzimidazoles respectively with the appropriate prim amines and hydrazines. The structure of these products was confirmed by IR, NMR(1H, 13C, 31P) spectroscopy and mass spectra. 相似文献
4.
S. Bakkas A. Mouzdahir L. Khamliche M. Julliard E. Péralez M. Chanon 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1):211-224
Abstract The reaction of triethylphosphite 1 with diethyltrichloromethylphosphonate 2b in the absence of solvents and catalysts yields mainly diethyl(1,1-dichloropropyl)phosphonate 4 and diethyldichloromethylphosphonate 7. These main products are accompanied by a variety of by-products which differ considerably from those obtained in the reaction between triethyl phosphite and CCl4. Both reactions would begin by a halophilic substitution of triethylphosphite on the positive halogen. For diethyltrichloromethylphosphonate 2b the formed carbanion would then attack preferentially the carbon β to P+ and the hydrogen γ to P+ on heterophosphonium cation. In contrast, the less sterically hindered trichloromethyl carbanion formed by the halophilic attack of triethylphosphite on carbon tetrachloride would rather attack mainly the positive P+ of this cation. The tetraethyl(dichloromethylene)bisphosphonate 8 previously reported by Kukhar and Sagina to be the main product formed in the thermal reaction between triethylphosphite and diethyltrichloromethylphosphonate was not found under our conditions. We observed its formation only under photochemical irradiation. 相似文献
5.
Abstract Addition of amines and of hydrogenphosphonates on the carbon-carbon double bond belonging to vinyl-phosphoranes is examined. The stereochemistry and reactivity of the saturated adducts obtained is rationalized. Alcoholis of the P—C bond is also studied. 相似文献
6.
Claude Lion Louis da Conceição Gerard Hecquet Christian Pralus Jean-Pierre Schirmann Benoît Requieme 《Phosphorus, sulfur, and silicon and the related elements》2013,188(6):1131-1152
L'action de l'acide perpropionique CH3CH2CO3H (1) a été étudiée en milieu alcalin micellaire (pH ~ 11; chlorure de cétyl triméthyl ammonium, CTACl) sur le thioanisole (4) et sur ses dérivés p-substitués, le p-méthoxy (2), le p-méthyl (3), le p-bromo (5) et le p-nitro (6). L'oxydation conduit exclusivement aux dérivés sulfoxydes (2a–6a). Les effets du pH, de la substitution et de la température ont permis de mieux comprendre la réaction d'oxydation de ces sulfures en sulfoxydes par l'acide perpropionique. Des calculs ab initio ont montré la cohérence de nos hypothèses. Enfin l'influence du milieu sur la cinétique de la réaction a été évalué en phase aqueuse (pH ~ 11) en présence de CTACl. The reaction of perpropionic acid CH3CH2CO3H (1) with thioanisole (4) and p-substituted thioanisoles [p-methoxy (2), p-methyl (3), p-bromo (5), and p-nitro (6)] in stoechiometric proportion has been carried out in micellar medium (cetyl trimethyl ammonium chloride, CTACl). Studies of the influence of the pH, the temperature and the substitution of the thioanisole, provide a better understanding of the sulfoxides (2a–6a) formation. Ab initio calculations have been achieved and the oxidation reaction has been studied in detail in aqueous medium (pH = 11). 相似文献
7.
Claude Lion Jean-Paul Boukou-Poba Mir Hedayatullah Bruno Despagne Gerard Delmas Henri Sentenac-Roumanou 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-4):213-217
Abstract Magnesium monoperoxyphthalate (MMPP) is a good decontaminant reagent when it is used in alcoholic solvent. Paraoxon (O,O-diethyl O-paranitrophenyl phosphate) but specially VX [O-ethyl S-(2-diiso-propylaminoethyl)] methylphosphonothiolate and HD (2,2′-dichlorodiethyIsulfide) react with MMPP completely in a very short time. Le monoperphtalate de magnesium (MPPM) est un bon agent de décontamination lorsqu'il est utilisé en milieu alcoolique. Le Paraoxon (O.O-diéthyl O-paranitrophenyl phosphate) mais surtout le VX [O-éthyl S-(diisopropylaminoéthyl-2)] méthylphosphonothiolate et l'ypérite (HD) (dichloro-2.2′diéthyl-sulfure) réagissent de faFon totale avec le MPPM en un temps très court. 相似文献
8.
Suzanne Richelme Catherine Claparols Éric Leroy Anne-Marie Caminade Aurelio Munoz 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1):143-156
Abstract Macrorings bearing hexacoordinated phosphorus atoms or (and) tetracoordinated boron atoms, have been prepared from condensation of phenyldichlorophosphane in presence of diethylamine, or (and) boric or phenylboronic acids with some polyphenols. Their structures-have been established by NMR, microanalysis and mass spectrometry. These compounds are constituted according to (1 + 1), (2 + 2) and (3 + 3) stoichiometry. 相似文献
9.
Mir Hedayatullah Mohamed Beji 《Phosphorus, sulfur, and silicon and the related elements》2013,188(3-4):205-210
Abstract Sulfamic esters of the general type R[sbnd]O[sbnd]SO2[sbnd]NH2 were alkylated under solid-liquid, liquid-liquid phase transfer catalysis conditions and by noncatalytic procedure, in homogeneous medium, in the presence of an equimolar amount of triethylamine, by means of a 1-adamantyl bromomethyl ketone. According to the procedure and the nature of R, these reactions yield the N-monoalkyl, N-dialkyl derivatives or a cleavage of the O[sbnd]SO2 bond with formation of the O-alkylation products. Nous decrivons l'alkylation des esters sulfamiques de formule générale R[sbnd]O[sbnd]SO2[sbnd]NH2 au moyen de l'adamantyl-1 bromométhyl-cétone, en catalyse par transfert de phase solide-liquide, liquide-liquide et dans les conditions non-catalytiques, en phase homogène et en présence d'une quantité équimoléculaire de triéthylamine. Selon la méthode utilisée et la nature du radical R. on aboutit à des dérivés N-monoalkylés, N-dialkylés ou à la scission de la liaison O[sbnd]SO2 avec formation de produits de O-alkylation. 相似文献
10.
11.
N. H. Ahabchane E. M. Essassi J. Bellan L. Lopez L. Lamandé 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1):175-192
Abstract De nouveaux macrocycles de structures variées, renfermant une ou deux unités pyrazolylbenzimidazoles au sein d'une cha[icaron]ne polyéthylèneglyco1 ont été préparés par condensation, en catalyse par transfert de phase solide-liquide, de la 1-[3(5)-phénylpyrazol-5(3)-yl] benzimidazole-2-thione 1 avec le dichlorotétraéthylèneglycol 4 d'une part, et du 1,8(1,11)bis-[1-[3(5)-phtnylpyrazol-5(3)-yl] benzimidazol-2-yl]mercapto tri (tétra) glycol 9(10) avec les dichloropolyéthylèneglycols 3 et 4, d'autre part. 相似文献
12.
13.
A. M. El-khawaga M. F. El-zohry M. T. Ismail A. M. Abdel-wahab 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-2):63-67
Abstract In view of the significance of studying the effect of heat on organic compounds especially those containing nitrogen and/or sulfur, six substituted α-(N-aryl) benzyl aryl sulfides (4–9) were prepared and subjected to thermolysis at 200°C. Surveying of the reaction products showed the formation of amines, benzylidene amines, sulfides, disulfides, dibenzyl, stilbene, benzthiazole, benzimidazole, tetraphenyl thiophene as principle products in variable ratios according to the type of the starting sulfide. A mechanism involving the homolytic cleavage of the C[sbnd]S and the C[sbnd]N bond is suggested to rationalize the thermolysis products. 相似文献
14.
Soufiane Touil Mohamed Taieb Ben Dhia Hedi Zantour Belgacem Baccar 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1):295-302
Abstract The Lawesson reagent (L.R) reacts with phenylhydrazones of ketones γ-disubstituted phosphonates and phosphine oxide 1 to give 1,2,3-diazaphospholine derivatives 2 and 2′. Two diastereomers were obtained in some cases. The structure of the products 2 and 2′ is confirmed by NMR and IR spectroscopy. 相似文献
15.
16.
《Tetrahedron: Asymmetry》2000,11(23):4681-4686
A short and efficient synthesis of the title compounds is described. (S)-(−)-β-Cuparenone was prepared in 31% yield from p-tolualdehyde and mesityl oxide in eight steps. Absolute stereochemistry was established by means of a diastereoselective cyclopropanation using (R,R)-hydrobenzoin as a recoverable auxiliary. 相似文献
17.
以2-溴丙酸和N-叔丁氧羰基-O-苄基-L-丝氨酸为起始试剂首先制得N-(2-溴丙基)-O-苄基-L-丝氨酸(BPBS), 在N,N-二甲基甲酰胺(DMF)/三乙胺(Et3N)溶剂中80 ℃经9 h后BPBS发生分子内环化反应生成(3S,6S)-3-苄氧甲基-6-甲 基-吗啉-2,5-二酮[(3S,6S)-BMMD]及(3S,6R)-BMMD共存体, 产率70%. 将所制得的共存体以乙酸乙酯为重结晶溶剂, 采用微分重结晶法, 经4次“溶解-部分重结晶”操作循环制得两种纯光学构型的(3S,6S)-BMMD和(3S,6R)-BMMD. 将两种光学纯双手性中心的BMMD分别溶于乙酸乙酯, 室温下培养得(3S,6S)-BMMD和(3S,6R)-BMMD的单晶体, 以X射线衍射法测定上述两种BMMD的分子结构. 相似文献
18.
以高藜芦胺为起始原料,经N-磺酰化反应制得高藜芦磺酰胺(2);2分别与芳乙烯甲醚经对甲苯磺酸催化的Pictet-Spengler反应后用金属钠脱除Ts基团合成了(±)-norlaudanosine(5a)和(±)-O,O-dimethylcoclaurine(5b);使用半量拆分法,以N-乙酰-L-苯丙氨酸为拆分剂,制得(S)-(-)-5a和(S)-(-)-5b,其结构经1H NMR,13C NMR,IR,MS和HR-ESI-MS确证。 相似文献