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1.
M. A. Pudovik S. A. Terent'eva I. A. Litvinov O. N. Kataeva V. A. Naumov A. N. Pudovik 《Russian Chemical Bulletin》1993,42(10):1706-1709
The reaction of 2-diethylamino-3-diethylaminomethyl-1,3,2-benzoxazaphospholine with functionally substituted alcohols and
phenols occurs with the cleavage of exocyclic P-N bond followed by N→P migration of the diethylaminomethyl group and formation
of imidophosphonate dimers. A similar reaction with polyhydroxy compounds (diethylene glycol, glycerol) results in symmetrical
and asymmetrical spirophosphoranes.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1781–1784, October, 1993. 相似文献
2.
An enantiospecific total synthesis of polyhydroxy δ-pyrone natural product phomopsolide B is accomplished. The main feature of the synthesis is the installation of the required E-olefin by Horner–Emmons–Wordsworth reaction and the formation of the lactone involving Still–Gennari olefination followed by lactonization. 相似文献
3.
Francisco Palacios Concepción Alonso Gloria Rubiales Maite Villegas 《Tetrahedron letters》2004,45(21):4031-4034
A method for the preparation of 3-fluoroalkyl substituted 2-aza-butadienes by aza-Wittig reaction of N-vinylic phosphazenes and aldehydes is reported. [4+2] Cycloaddition reaction with enamines affords fluoralkyl substituted pyridine derivatives in a regioselective fashion. 相似文献
4.
S. Krishnamurthy 《Journal of organometallic chemistry》1978,156(1):171-181
Lithium triethylborohydride (super-hydride) in tetrahydrofuran reduces the p-toluenesulfonates of primary and secondary alcohols to the corresponding alkanes in excellent yields. The reaction is general and applicable even to tosylates derived from cycloalkanols, hindered alcohols, and polyhydroxy derivatives. Examination of the scope of the reaction and comparison with the results realized with other hydridic reducing agents reveals the advantages of this new procedure. 相似文献
5.
The reaction of 2-chloro-3-oxo-3,4-dihydro-2H-1,4-benzothiazines with ‘push-pull’ enamines was investigated. The reaction with the enamines occurs at the β-carbon atom in the presence of a small excess of triethylamine. As a result, a set of 3-oxo-3,4-dihydro-2H-1,4-benzothiazin-2-yl derivatives of 1,3-dicarbonyl compounds and benzothiazinone spiro derivatives was prepared. On acidic hydrolysis of ethyl 2-ethyl-3-(methylimino)-2-(3-oxo-3,4-dihydro-2H-1,4-benzothiazin-2-yl)butanoate, a new rearrangement affording ethyl 11-ethyl-2,3-dimethyl-4-oxo-2,3,4,5-tetrahydro-1H-2,5-methano-6,1,3-benzothiadiazocine-11-carboxylate was discovered. A plausible mechanism and factors influencing the course of the reaction are discussed. 相似文献
6.
Juzo Oyamada 《Tetrahedron》2007,63(51):12754-12762
Hydroarylation of propiolic acid derivatives with arenes in trifluoroacetic acid efficiently proceeded in the presence of PtCl2/AgOTf catalyst to give cis-cinnamic acid derivatives in good to high yields. This PtCl2/AgOTf-catalyzed reaction did not afford any 4-arylbuta-1,3-diene-1,3-dicarboxylic acid derivatives formed by Pd(OAc)2-catalyzed hydroarylation. The specific optimization of the catalytic hydroarylation and application to electron-rich arenes are reported. 相似文献
7.
In trifluoromethanesulfonic acid, 2-nitromethylene-1-(ω-phenylalkyl)imidazolidine or 2-nitromethylene-1-(ω-phenylalkyl)hexahydropyrimidine derivatives undergo an intramolecular cyclization to afford (E)-hydroxyiminohydroazaazoniabenzocycloalkenes, in their trifluoromethanesulfonate salt form. The reaction probably occurres via the formation of an electrophilic transient hydroxynitrilium ion (or O-protonated nitrile oxide). The yields are generally good, except for the higher-membered ring derivatives. 相似文献
8.
《Arabian Journal of Chemistry》2019,12(7):1168-1175
Rutile phase of TiO2 nanoparticles were readily prepared and identified as an efficient heterogeneous catalyst for the synthesis of a library of quinoxaline derivatives by condensation reaction of isatin derivatives with o-phenylenediamine under solvent-free conditions. The presented method is mild, environmentally friendly, inexpensive and highly effective to give the products in good to excellent yields. The recyclability of the catalyst is another emphasis of proposed methodology. 相似文献
9.
Christelle Lamazzi Armelle Dreau Christine Flouzat Rob ter Halle 《Tetrahedron letters》2009,50(31):4502-4505
The Letter describes the investigation of an industrial reaction of N-methylphenylpiperazine and chloronicotinonitrile, under microwave heating. Besides the formation of the expected 2-(4-methyl-2-phenylpiperazinyl)pyridine-3-carbonitrile (4), extension of the scale leads to unexpected by-products. A specific pathway due to the formation of a reactive ‘ionic alkylating intermediate’ formed in situ under microwave conditions is proposed to explain the results observed. 相似文献
10.
Novel 2-alkylated pyrrole derivatives were synthesized regioselectively by Gd(OTf)3 catalyzed addition reactions of pyrrole to substituted dimethyl 2-benzylidenemalonate derivatives under mild reaction conditions. 2-Alkylated pyrrole derivatives are used for the construction of the 3-oxo pyrrolizine skeleton. Intramolecular cyclization of alkylated pyrrole derivatives afforded new diastereoselective 3-oxo-2,3-dihydro-1H-pyrrolizine derivatives with good to high yields. 相似文献
11.
The reaction of 2-chloro-3,4-dihydro-2H-1,4-benzothiazin-3-ones 1 with enamines is an efficient synthetic method to produce 2-substituted derivatives. The resulting bifunctional compounds such as 6a,b, 7c,d and 8b react with hydrazines to furnish the spiro derivatives of N-aminopyrrole or 3-pyridazinone depending on the direction of the primary nucleophilic attack and the nature of the nucleophile. Under the reaction conditions, spiro pyridazinones 13 are converted into the 3-pyridazinone-4-carboxylic acid derivatives 9 via the 1,4-thiazine ring opening. 相似文献
12.
Kaori Miura Hiroaki Matsuno Yuji Iwaoka Hideyuki Ito Akihiro Tai 《Molecules (Basel, Switzerland)》2021,26(15)
Allergy is an excessive immune response to a specific antigen. Type I allergies, such as hay fever and food allergies, have increased significantly in recent years and have become a worldwide problem. We previously reported that an ascorbic acid derivative having palmitoyl and glucosyl groups, 2-O-α-d-glucopyranosyl-6-O-hexadecanoyl-l-ascorbic acid (6-sPalm-AA-2G), showed inhibitory effects on degranulation in vitro and on the passive cutaneous anaphylaxis (PCA) reaction in mice. In this study, several palmitoyl derivatives of ascorbic acid were synthesized and a structure–activity relationship study was performed to discover more potent ascorbic acid derivatives with degranulation inhibitory activity. 6-Deoxy-2-O-methyl-6-(N-hexadecanoyl)amino-l-ascorbic acid (2-Me-6-N-Palm-AA), in which a methyl group was introduced into the hydroxyl group at the C-2 position of ascorbic acid and in which the hydroxyl group at the C-6 position was substituted with an N-palmitoyl group, exhibited much higher inhibitory activity for degranulation in vitro than did 6-sPalm-AA-2G. 2-Me-6-N-Palm-AA strongly inhibit the PCA reaction in mice at lower doses than those of 6-sPalm-AA-2G. These findings suggest that 2-Me-6-N-Palm-AA may be a promising therapeutic candidate for allergic diseases. 相似文献
13.
An efficient approach for the synthesis of 3-alkyl-8-arylamino-1H-imidazo[4,5-g]quinazolin-2(3H)-thiones and 3-alkyl-8-arylamino-1H-imidazo[4,5-g]quinazolin-2(3H)-ones on solid phase has been developed. The reaction conditions were readily amenable and the products were obtained in good yields and purities after their cleavage from the resin. 相似文献
14.
We have developed a novel four-step method to synthesise 4-bromo-2-pyridinecarboxaldehyde, from 2-picoline-N-oxide via 4-nitro-2-pyridinecarboxaldehyde, under mild reaction conditions. 相似文献
15.
Kamal Usef Sadek Fawzia Al-Qalaf Ramadan Ahmed Mekheimer Mohamed Hilmy Elnagdi 《Arabian Journal of Chemistry》2012,5(1):63-66
The reaction of o-phenylenediamine with aromatic aldehydes in MeOH at room temperature catalyzed by cerium (IV) ammonium nitrate (CAN) afforded either 2-aryl-1-arylmethyl-1H-benz-imidazoles and/or 2-aryl-substituted benzimidazoles. 相似文献
16.
The reaction of cis-[ClP(μ-NtBu)]2 with N,N′-dimethylurea leads to the formation of both mono- and di-substituted derivatives [ClP(μ-NtBu)2P(NMeCON(H)Me)] and [(μ-NtBu)P(NMeCON(H)Me)]2, instead of monomeric, dimeric or higher oligomeric macrocycles. The structure of [ClP(μ-NtBu)2P(NMeCON(H)Me)] shows rare non-bonded P?Cl and intermolecular hydrogen bonding interactions leading to a 2D-sheet like structure. 相似文献
17.
A novel polyhydroxy metabolite named Zooxanthellamide A, C128H222N2O54S2, was isolated from a cultured marine dinoflagellate, Symbiodinium sp., and the chemical structure was determined by spectroscopic methods. 相似文献
18.
2,5-Substituted tetrahydrofurans have been stereoselectively prepared by a iodine-induced cyclisation of alkene acetals, and the iodo derivatives obtained were transformed into 3-deoxy-exo-glycals and in polyhydroxy substituted tetrahydrofurans. 相似文献
19.
Philippe Bisel 《Tetrahedron》2004,60(46):10541-10545
Asymmetric synthesis of (1R,2S)- and (1S,2R)-1-amino-cis-3-azabicyclo[4.4.0]decan-2,4-diones has been achieved. The underlying second generation asymmetric synthesis proceeds via a Strecker reaction with commercially available (R)-1-phenylethylamine (1-PEA) as chiral auxiliary, TMSCN as cyanide source and racemic ethyl 2-(2-oxocyclohex-1-yl)ethanoate. A ring closure addition-elimination reaction between an amide nitrogen and the ester functionality leads to the 1-amino-3-azabicyclo[4.4.0]decan-2,4-diones. The absolute configurations of the title compounds have been assigned based on detailed NMR-spectroscopic analysis and X-ray data. 相似文献
20.
Eight polyhydroxy triterpenoid acids, hederagenin, (4α)-23-hydroxybetulinic acid, maslinic acid, corosolic acid, arjunolic acid, asiatic acid, caulophyllogenin, and madecassic acid, with 2, 3, and 4 hydroxyl substituents, were identified and quantified in the dichloromethane extract of Eucalyptus globulus wood by comparing their GC-retention time and mass spectra with standards. Two other triterpenoid acids were tentatively identified by analyzing their mass spectra, as (2α)-2-hydroxybetulinic acid and (2α,4α)-2,23-dihydroxybetulinic acid, with 2 and 3 hydroxyl substituents. Two MS detectors were used, a quadrupole ion trap (QIT) and a quadrupole mass filter (QMF). The EI fragmentation pattern of the trimethylsilylated polyhydroxy structures of these triterpenoid acids is characterized by the sequential loss of the trimethylsilylated hydroxyl groups, most of them by the retro-Diels-Alder (rDA) opening of the C ring with a π-bond at C12-C13. The rDA C-ring opening produces ions at m/z 320 (or 318) and m/z 278 (or 277, 276, 366). Sequential losses of the hydroxyl groups produce ions with m/z from [M - 90] to [M - 90*y], where y is the number of hydroxyl substituents present (from 2 to 4). Moreover, specific cleavage in ring E was observed, passing from m/z 203 to m/z 133 and conducting other major fragments such as m/z 189. 相似文献