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1.
Acridinediones were synthesized by the one-pot Hantzsch condensation of an aromatic aldehyde, 5,5-dimethyl-1,3-cyclohexanedione, and aniline/4-methylaniline in re?uxing water. This method has then been extended to the four-component reaction of an aromatic aldehyde, 5,5-dimethyl-1,3-cyclohexanedione, ethyl acetoacetate and ammonium acetate for the synthesis of polyhydroquinoline derivatives. This is an environmentally friendly and efficient procedure providing good to excellent yields. 相似文献
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A. N. Mirskova T. S. Proskurina V. K. Voronov A. S. Atavin 《Chemistry of Heterocyclic Compounds》1974,10(2):161-162
1,4,9-Trioxa-5,5-dichlorospiro[4,5]-7-decene and 1,4,9-trioxa-6-methyl-5,5-dichlorospiro-[4,5]-7-decene were synthesized by condensation of 2-dichloromethylene-1,3-dioxolane with acrolein and crotonic aldehyde. 相似文献
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Bach J Blachère C Bull SD Davies SG Nicholson RL Price PD Sanganee HJ Smith AD 《Organic & biomolecular chemistry》2003,1(11):2001-2010
A study of the properties of N-hydrocinnamoyl- derivatives of 5,5-dimethyloxazolidin-2-one, 4,4-dimethyloxazolidin-2-one and oxazolidin-2-one upon hydride reduction with DIBAL-H demonstrates that the 5,5-dimethyl-group is essential for inhibition of endocyclic nucleophilic attack. For instance, treatment of N-hydrocinnamoyl-5,5-dimethyloxazolidin-2-one with DIBAL-H results in the selective formation of the stable N-1'-hydroxyalkyl derivative which may be regarded as a masked hydrocinnamaldehyde equivalent, as treatment under basic conditions affords the parent aldehyde in excellent yield. Treatment of N-hydrocinnamoyl-4,4-dimethyloxazolidin-2-one with DIBAL-H under identical conditions affords a complex mixture of products, including the formate ester product of endocyclic cleavage. As an alternate strategy, DIBAL-H reduction of straight chain and branched N-acyl-5,5-dimethyloxazolidin-2-one derivatives, followed by a Horner-Wadsworth-Emmons reaction affords alpha,beta-unsaturated esters in good yields. Branching alpha- to the exocyclic carbonyl in N-acyl-oxazolidinones inhibits DIBAL-H reduction, but this can be overcome by precomplexation with ZnCl2, with subsequent fragmentation generating either the corresponding aldehyde or alpha,beta-unsaturated esters. The addition of ZnCl2 has been shown to increase the diastereoselectivity observed in Wadsworth-Horner-Emmons reactions of lithiated phosphonates. 相似文献
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Roblin JP Duran H Duran E Gorrichon L Donnadieu B 《Chemistry (Weinheim an der Bergstrasse, Germany)》2000,6(7):1229-1235
The crystal structure of a trimeric lignin model 1 presenting the characteristic pattern of biphenyl (5,5') and aryl-alkyl-ether (beta-O-4) linkages has been determined. The crystal system is triclinic and the crystallographic unit cell consists of two monomeric molecules. These results are compared with crystal data from the literature of simple models of the 5,5' and beta-O-4 structure type. The availability of a terminal aldehyde function on the model affords some interesting intermolecular interactions by weak hydrogen bonding which controls the conformation of the molecule and the aromatic ring orientation in particular; an unexpected ciso?d conformation of the biaryl unit is observed based on the 64.4 degrees value found for the torsion angle between the two 5,5' aromatic rings. 相似文献
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A one-pot practical, efficient, and environmentally benign multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications has been developed using a very mild, neutral, and reusable silica nanoparticles as catalyst. The 4H-pyran derivatives were synthesized by a three component reaction of an aldehyde, malononitrile, and 5,5-dimethyl-1,3-cyclohexanedione or ethyl acetoacetate at room temperature or refluxing in ethanol. Alternatively, polysubstituted anilines were synthesized via a four component reaction of an aldehyde, a ketone, and two equivalents of malononitrile in ethanol. 相似文献
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The sodium acetate catalyzed three‐component reaction of aromatic aldehyde, acetone and Meldrum acid or spirolactone at room temperature gave stereospecific 7,11‐cis‐diaryl‐2,4‐dioxaspiro[5,5]undecane‐1,5,9‐triones in a very efficient manner. 相似文献
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The condensation of aromatic aldehyde with isopropylidene malonate or 5,5-dimethyl-1,3-cyclohexanedione is carried out in DMF as solvent without catalyst. 相似文献
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在水相回流条件下,以芳香醛、5,5-二甲基-1,3-环己二酮(达米酮)和苯胺/对甲苯胺为原料,经过多组分一锅反应,合成了一系列N-取代吖啶二酮衍生物,收率在69%~90%之间。 该过程以水作为溶剂,无有机溶剂污染,而且操作简单,后处理方便。 相似文献
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Mohammad Mehdi Ghanbari 《Green Chemistry Letters and Reviews》2016,9(4):203-207
A simple and eco-friendly method for the synthesis of novel imidazo[2,1-b][1,3]thiazin derivatives has been developed via the one-pot, three-component and solvent-free reaction of thiohydantoins, aromatic aldehyde and 5,5-dimethylcyclohexane-1,3-dione in the presence of catalytic amount of p-toluene sulfonic acid, in good and excellent yields. 相似文献
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In solutions ammonium 2,2,5-triphenyl-4,6-di-R-1,3,2,5-dioxaborataphosphorinanes are characterized by ioncomplex tautomerism. The complex form dissociates reversibly to a secondary phosphine and an aldehyde. The reaction of tris(hydroxymethyl) phosphine with isobutyl diphenylborate in the presence of formaldehyde and a tertiary amine gave 5,5'-spirobi (2,2-diphenyl-1,3,2,5-dioxaborataphosphorinanes).Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1133–1139, May, 1990. 相似文献
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Ana Ardá 《Tetrahedron letters》2004,45(16):3241-3243
The first total synthesis of (2S,4S)-5,5-dichloroleucine has been achieved in 11 steps from l-pyroglutamic acid. A key step is the dichlorination process on the hydrazone of aldehyde 13 with CuCl2 in triethylamine. 相似文献
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Three‐Component One‐Pot Synthesis of Indolo[3,4‐a]acridine Derivatives with High Regioselectivity under Catalyst‐Free Conditions 下载免费PDF全文
Three‐component reaction of aldehyde, 9‐ethyl‐9H‐carbazol‐3‐amine, and 5,5‐dimethyl cyclohexane‐1,3‐dione under catalyst‐free conditions in EtOH, regioselectivity gave corresponding indolo[3,4‐a]acridine rather than indolo[2,3‐b]acridine derivatives in high yields, which is confirmed by X‐ray diffraction analysis. 相似文献
16.
Justyna Wiktorowicz 《Phosphorus, sulfur, and silicon and the related elements》2014,189(7-8):1144-1148
Abstract13C kinetic isotope effect (KIE) was determined by means of 13C NMR for the carbonyl atom in 2-nitrobenzaldehyde in its reaction with 2H-2-oxo-5,5-dimethyl-4-phenyl-1,3,2-dioxaphosphorinane in acetonitrile at 25°C. The observed isotope effect k12/k13 = 1.0238 ± 0.0031 evidences that the formation of the P?C bond in the Pudovik reaction catalyzed by triethylamine is less advanced than the π-bond breakage of the aldehyde carbonyl group. 相似文献
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A series of hexahydroquinoline derivatives were synthesized by the three‐component reaction of 5,5‐dimethyl‐3‐aminocyclohex‐2‐enone, aromatic aldehyde, and acyl acetonitrile in ionic liquid without using any catalyst. This protocol has the advantages of easier work‐up, milder reaction conditions, high yields, and environmentally benign procedure. J. Heterocyclic Chem., (2011). 相似文献
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A series of novel polyimide and poly(Schiff base) oligomers containing substituted bithiazole rings were designed and synthesized, for the first time, by polycondensation of 5,5′-dimethyl-2,2′- diamino-4,4′-bithiazole (MDABT) with dianhydrides (pyromellitic dianhydride, 3,3′-4,4′-benzophenone tetracarboxylic dianhydride and bis (3,4-dicarboxyphenyl) ether dianhydride), and dialdehydes (oxalic aldehyde, isophthalaldehyde and terephthalaldehyde). The structure of the oligomers was determined by IR and 1H NMR spectroscopy, and elemental analysis. The oligomers showed good thermal stability. The Fe2+ complex of poly(Schiff base), synthesized from MDABT with oxalic aldehyde (PMTOA), was prepared with 13.7% Fe content and found to be a ferromagnet at low temperature. 相似文献
20.
Two Schiff bases of D-p-D type (L1 and L2) have been successfully synthesized by the reaction of 3,3′-dimethylnapthide and 3,3′,5,5′-tetramethylbenzidine with 4-(dimethylamino)cinnamic aldehyde. The ligands L1 and L2 have been characterized by IR, UV-visible, 1H NMR and fluorescence spectra, as well as, TGA-DSC-DTG, elemental analyses and mass spectra. 相似文献