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1.
The bicyclo[4.2.0]octa-3,7-diene-2,5-diones (1) are of interest in that they are valence isomers of 1,4-cyclooctatetraenoquinones. The most obvious route for the formation of such compounds is the [2+2] photoaddition of alkynes to p-benzoquinones. Such a reaction has been observed in the case of 1,4-naphthoquinones. With p-benzoquinones, however, it has been observed in the case of 2-methoxy-p-benzoquinone (2a) alone, while p-benzoquinone (2b) and chloranil (2c) give products derived from addition of acetylenes to a carbonyl rather than an ethylenic bond; 3,4 such products also accompany the products from 1,4-naphthoquinones referred to above.1,3 相似文献
2.
2-Aroylaminobenzimidazoles (2) have been converted into 1(2-benzimidazolyl)-5-aryl-1H-tetrazoles (4) by treatment with PCl5 followed by azidation with NaN3 in aqueous acetone solution. Pyrolysis of 4 in diphenylether yielded 2-aryl-1H-s-triazolo [1,5-a] benzimidazoles (6). The product of benzylation of 6a has been characterised. A reasonable pathway for the formation of 6 from 4 has been suggested. 相似文献
3.
Ana Calvo-mateo María-José Camarasa Angel Díaz-Ortíz Federico G. De las Heras Antonio Alemany 《Journal of carbohydrate chemistry》2013,32(3):395-404
Abstract Aldol reaction of 1,2-O-isopropylidene-5-O-tertbutyl-dimethylsilyl-α-D-erythro-pentofuranos-3-ulose (1) with acetone in the presence of aqueous K2CO3 afforded 3-C-acetonyl-1,2-O-isopropylidene-5-O-tertbutyl-dimethylsilyl-α-D-ribofuranose(2). Similar reaction of 1,2:5, 6-di-o-isopropylidene- α-D-ribo-hexofuranos-3-ulose (3) afforded 3-C-acetonyl-1,2:5, 6-di-o-isopropylidene- α-D-allofuranose (4) and (1R, 3R, 7R, 8S, 10R)-perhydro-8-hydroxy-5,5,10-trimethyl-2,4,6,11,14-pentaoxatetracyclo[8,3,1,01,8,03,7] tetradecane. The stereochemistry of the new chiral centers were determined by 1H NOE experiments. 相似文献
4.
Four new N-(p-chlorophenyl) carboxamides 1–4 of 9-phenanthrene-, 5-naphtho[2, 1-b] furan-, and 5-naphtho-and 4-naphtho[2, 1-b] thiophenecarboxylic acids have been synthesized. All carboxanilides were exposed to UV oxidative irradiation in methanolic solution. In the case of 2 and 3 corresponding benzo[d]-furo[3, 2-f] phenanthridin-10 (9H)-one 5 and benzo [d]-thieno[3, 2-f] phenanthridin-10 (9H)-one 6 are isolated. 相似文献
5.
Danuta Mostowicz Czesław Bełzecki Marek Chmielewski 《Journal of carbohydrate chemistry》2013,32(4):805-810
Abstract Recently we have reported the addition of trichloracetyl isocuyanate to glycals 1 1,2,3. The reaction led to the highly stereoselective formation of a mixture of unstable [2+2] and [4+2] cycloadducts 2 and 3. The isocyanate adds to the glycal moiety anti to the substituent at C-3. The addition of benzylamine to the reac6tion mixture led to N-deprotection of 2 and allowed us to isolate stable bicyclic β-lactams 4 1-3. We have shown also that 2 (a mixture of α-L-gluco and β-L-manno isomers) obtained from L-rhamnal 1 (R1[dbnd]Ac, R2[dbnd]CH3 under high pressure, when treated with methanol, underwent a rapid trans opening of the four-membered ring to give respective glycosides 5(β-L-gluco and α-L-manno isomers). On the other hand 3 (R1[dbnd]Ac, R2[dbnd]CH3) under the same conditions added a molecule of methanol to the C[dbnd]N double bond affording 6. 相似文献
6.
K. Popandova-yambolieva 《合成通讯》2013,43(12):1857-1863
Some derivatives of 1-aryl-2-furyl-1,2-ethanediamines (3) are obtained by addition of N-diphenylmethylene-[2-furfuryl]-amine (1) to Schiff bases under PTC conditions. 相似文献
7.
Cyril Párkányi William C. Herndon 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-2):231-232
Abstract Several coordination complexes of cyclobutadiene (I) have been prepared (e.g., cyclobutadiene iron tricarbonyl [1]) and cyclooctatetraene (II) is a well-known compound (for a potentially planar form of cyclooctatetraene, see [2]). Although butalene [3] (III) has not been synthesized so far, octalene (IV) has been obtained by Vogel and co-workers [4,5]. Recently we have carried out a theoretical study of the physical and chemical properties of butalene (III) and octalene (IV), and of the various annelated butalenes and octalenes [6,7] using the HMO and SCF-MO (PPP) quantum-chemical methods as well as the structure-resonance theory and graph theoretical methods. Numerous theoretical data are available in the literature on cyclobutadiene (I) and cyclooctatetraene (II). 相似文献
8.
Manfred Regitz Wolfgang Rösch Thomas Allspach Ulrich Annen Karsten Blatter Jürgen Fink 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-2):479-482
Abstract The syntheses of phospholes (7, [3+2]-cycloaddition), bicyclophosphaalkenes (17, [4+2]-cycloaddition), and phosphabenzenes (15, [4+2]-cycloaddition followed by an extrusion process) starting from the phosphaalkynes (4) are described. The 2–Dewar phosphabenzene 18, obtained from the cyclobutadiene 21 and 4 (R =tBu), is the starting material for the synthesis of the valency isomers 19, 20, 22, and 23. 相似文献
9.
Isidore Izquierdo Cubero Maria T. Plaza López-Espinosa 《Journal of carbohydrate chemistry》2013,32(2):299-311
Partial deacetonation of 1-O-benzoyl-2,3:4,5-di-O-isopropylidene-β-D-fructopyranose (2) yielded the related 2,3-O-isopropylidene derivative (3) that was subsequently transformed into the corresponding 1-O-benzoyl-4,5-O-dibutylstannylene-2,3-O-isopropylidene-β-D-fructopyranose (4). Reaction of 4 with benzyl bromide proceeded with high regioselectivity to afford 1-O-benzoyl-5-O-benzyl-2/3-O-isopropylidene-β-D-fruc-topyranose (5) together with a small quantity of the 4-O-benzyl derivative (6). Oxidation of 5 gave the 4-oxo derivative (10) which was reduced to yield a mixture of 5 and its 4-epimer (11). Debenzylation of 11, followed by a debenzoylation reaction produced 2,3-O-isopropylidene-β-O-tagatopyranose (13). Aceto-nation of 13 yielded 1,2:3,4-di-O-isopropylidene-α-D-tagatofuranose (14). Structures and configurations of the above compounds were established on the basis of their analytical and spectroscopic data. 相似文献
10.
Norbert De Kimpe Laurent De Buyck Roland Verhé Freddy Wychuyse Niceas Schamp 《合成通讯》2013,43(7):575-582
Recently1 we described a convenient synthesis of 1-aryl-2, 2-dichloro-1-alkanones 1 by a reaction sequence involving conversion of the parent alkylarylketones into the corresponding N-cyclohexylketimines, followed by chlorination with N-chlorosuccinimide in carbon tetrachloride to afford N-cyclo-hexyl α,α-dichloroketimines, the latter compounds being hydrolyzed in acidic medium to yield the title compounds 1. The relative inaccessibility of compounds of type 1 in the literature was striking. α,α-Dichloroacetophenones 1 (R=H) are 相似文献
11.
N-(2-Bromoethyl)phthalimide (1) was reacted with sodium imidazolate in DMF to give the novel aminal N-[1-(1H-imidazol-1-yl)ethyl]phthalimide (4a) as well as N-vinylphthalimide (3) and the desired Gabriel intermediate 2. Aminal 4a as well as heterologues 4b - d form directly from reaction of 3 with the appropriate heterocyclic sodium salt. 相似文献
12.
Condensation of 2-hydroxyacetophenones 1 with cinnamic anhydrides 2 in the presence of tetra-n-butyl ammonium hydrogen sulphate in benzene-aqueous potassium carbonate biphase medium give 1-(2-hydrcxyphenyl)-5-phenyl-4-pentene-l, 3-diones 3 which on cyclodehydration using p-toluene sulphonic acid in dimethylsulphoxide give 2-styrylchromones 4 in high yields. 相似文献
13.
Abstract The reaction of N-phenyliminoketenylidenetriphenylphosphorane [a] (1), with 2-benzylidene-1, 3-indandione (2), 1,2-diphenyl-3,4-pyrazolidenedione (3)and/or 5-benzylidene barbituric acid (4) has been investigated. When ylide 1 was allowed to react with compounds 2, 3 or 4 in THF at ambient temp. the corresponding new pyrano-phosphoranylidenes 5, 6 or 7 were obtained. The elemental microanalyses, IR, 1H NMR, 31P NMR and MS data agree with the structure of the cyclic iminophosphoranes by [4+2]-cycloaddition and exclude 4-membered ring structure by [2+2]-cycloaddition. When the Wittig reaction was carried on the pyrano-phosphoranes 5, 6 or 7 using p-nitrobenzaldehyde, the exocyclic olefins together with triphenylphosphine oxide were isolated. 相似文献
14.
ARSTRACT: Hypervalent iodine oxidstion of 1,2-dicarhethoxy hydrazine (1) and 4-substituted urazoles (3) using iodobenzene diacetate or pentafluoroiodobenzene bis-trifluoroacetate in CH2Cl2 at room temperature proceeds smoothly to yield ethyl azodicarboxylate (2) and 4-substituted 1,2,4-triazoline-3,5-diones (4) in excellent yields. 相似文献
15.
The bicyclic coumarin derivative-1, 3 propano-2-bromo-1,2-dihydro-3H-pyrano [2, 3-c] [1]benzo-pyran-5-one (8) was synthesised by a sequence of reaction viz. acetylation of 4-[2′-cyclohexenyl] -3-hydroxy [1] benzopyran-2-one (4), addition of bromine to cyclohexenyl double bond and treating the resulting acetyldi-bromo derivative (7) with 4% alcoholic KOH. Benzofuro [2, 3-c] [1] -benzopyran-6-one (10) was synthesised from 4 via oxymercuration with mercuric acetate in methanol followed by dehydrogenative damercuration with Pd-C in refluxing diphenyl ether. 相似文献
16.
Makoto Kiso Yuji Ogawa Yushun Fujishima Minoru Fujita Shinji Tanaka Akira Hasegawa 《Journal of carbohydrate chemistry》2013,32(4):625-638
Abstract In order to elucidate further the relationship between the composition of the fatty acyl groups in the nonreducing-sugar subunit of bacterial lipid A and its biological activity, 3-O-[(3R)-3-(acyloxy)tetradecanoyl]-2-deoxy-2-[(3R)-3-hydroxytetradecanamido]-4-O-phosphono-D-glucose [GLA-63(R, R) and GLA-64(R, R)], and 3-O-[(3R)-3-(acyloxy)tetradecanoyl]-2-deoxy-4-O-phosphono-2-tetradecanamido-D-glucose [GLA-67(R), GLA-68(R) and GLA-69(R)] have been synthesized. Benzyl 2-[(3R)-3-(benzyloxymethoxy)tetradecanamido]-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside (5) and benzyl 2-deoxy-4,6-O-isopropylidene-2-tetradecanamido-β-D-glucopyranoside (6) were each esterified with (3R)-3-dodecanoyloxytetradecanoic acid (1), (3R)-3-tetradecanoyloxytetradecanoic acid (2) or (3R)-3-hexadecanoyloxy-tetradecanoic acid (3), to give 7-11, which were then transformed, by the sequence of deisopropylidenation, 6-O-tritylation and 4-O-phosphorylation, into a series of desired compounds. 相似文献
17.
L. Toke P. Tétényi Jr. I. Petneházy 《Phosphorus, sulfur, and silicon and the related elements》2013,188(3-4)
Abstract We found, that dialkyl phosphite 1 and oxo-compound 2 in an equilibrium reaction give an adduct α-hydroxyphosphonate 5 un -der phase-transfer catalytic conditions [K2CO3/TEBA/dichloroethane or aromatic solvents (solid-liquid PTC); 50% NaOH/TEBA/dichloroethane or benzene (liquid-liquid PTC)]. On the other hand 3, is transformed to phosphate 4 or to α-alkoxyphosphonate 5 in the presence of alkylating agent using PTC circumstances. 相似文献
18.
Gerd Becker Winfried Becker Gudrun Uhl Werner Uhl Hans-Jürgen Wessely 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-3):7-10
Abstract Alkyl- or arylbis(trimethylsilyl)phosphines as well as tris(trimethylsilyl)phosphine and the corresponding arsines react with acyl chlorides to give [1-(trimethylsiloxy)alkylidene]phosphines 1 and -arsines 2; most of their 2,2-dimethylpropylidene derivatives are thermally stable at room temperature. With the same class of phosphines as starting compounds and carbon disulfide [bis(trimethylsilylsulfano)methylidene]phosphines 3 are formed, whereas [(dialkylamino)methylidene]-4 and [diarylmethylidene]phosphines 5 or the corresponding arsines 6 and 7 can be obtained from acyl amides or ketones.1 相似文献
19.
The addition of the enamino esters 1a, b to several coumarins with electron-withdrawing 3-substituents 2 yielded 3 and 4, whereas ethyl 3-amino-2-butenoate (1c) reacted surprisingly with its C-4 to give either an adduct 8 or pyrido [3,4-c] chromene 9. 相似文献
20.
The synthesis and living cationic polymerization of 2-[4-cyano-4′-biphenyl)oxy]ethyl vinyl ether (6–2), 3-[4-cyano-4′-biphenyl)oxy]-propyl vinyl ether (6-3), and 4-[4-cyano-4′-biphenyl)oxy]butyl vinyl ether (6-4) are described. The mesomorphic behaviors of poly(6–2), poly(6-3), and poly(6-4) with different degrees of polymerization and narrow molecular weight distributions were compared to those of 6–2, 6–3, and 6–4 and of 2-[(4-cyano-4′-biphenyl)oxy]ethyl ethyl ether (8–2), 3-[(4-cyano-4′-biphenyl)oxy]propyl ethyl ether (8–3), and 4-[4-cyano-4′-biphenyl)oxy]butyl ethyl ether (8–4) which are model compounds of the monomeric structural units of poly(6–2), poly(6–3), and poly(6–4). In the first heating scan, all three polymers exhibit an x (unidentified) mesophase which overlaps the glass transition temperature, and an enantiotropic nematic mesophase. In the second and subsequent heating and cooling scans, poly(6–3) and poly(6–4) display only the enantiotropic nematic mesophase. Both in the first and subsequent scans, only poly(6–2) with degrees of polymerization lower than 4 exhibits an enantiotropic nematic mesophase. 相似文献