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1.
The synthesis of hexahydro-6H-dibenzo[b,d]pyrans: Derivatives of 9-Nor-9β-hydroxyhexahydrocannabinol
Lawrence S. Melvin Jon Bordner William A. Hada M. Ross Johnson 《Journal of heterocyclic chemistry》1990,27(3):535-547
To assess the importance of the phenol functionality in cannabinoids for analgetic activity a new series of 9-nor-9β-hydroxyhexahydrocannabinoids was prepared. The synthesis of 1-substituted (H, CH2OH, OH, NH2) 6aβ,7,8,9,10,10aα-hexahydro-9β-hydroxy-6,6-dimethyl-3-[1-methyl-4-phenylbutoxy]-6H-dibenzo[b,d]pyrans from 3,5-dihydroxystilbene, 3,3′,5,5′-tetrahydroxystilbene or 1,3,5-trihydroxybenzene is described. Relative stereochemistry and structure confirmations were obtained by nmr and X-ray crystal analysis. 相似文献
2.
Victor J. Bauer Helen H. Ong Raymond W. Kosley 《Journal of heterocyclic chemistry》1982,19(5):1069-1072
The 1,2′,3,3′,5′,6′-hexahydro-3-phenylspiro[isobenzofuran-1,4′-thiopyran] ring system ( 2a ) has been prepared from o-bromobenzoic acid. The 1,2′,3,3′,5′,6′-hexahydro-3-phenylspiro[isobenzofuran-1,4′-pyran] ring system ( 3a ) has been prepared from 2-bromobenzhydrol methyl ether. Several 3-(dimethylaminoalkyl) derivatives of both 2a and 3a were prepared by lithiation followed by alkylation. 相似文献
3.
Long Yin Junhao Xing Yuhan Wang Yue Shen Tao Lu Tamio Hayashi Xiaowei Dou 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2019,131(8):2496-2500
The enantioselective synthesis of a series of C2‐symmetric 3,3′‐diarylated 1,1′‐spirobiindane‐7,7′‐diols (3,3′‐diaryl‐SPINOLs) was developed by sequential Rh‐catalyzed twofold asymmetric conjugate arylation/BF3‐promoted diastereoselective spirocyclization (>20:1 d.r. and >99 % ee for all examples). Some phosphoramidite ligands were prepared from the 3,3′‐Ph‐SPINOL and applied to several catalytic asymmetric reactions, and the 3,3′‐diarylated ligands showed higher enantioselectivities than the privileged nonsubstituted ligands. 相似文献
4.
Starting from 3-bromo-, 1-iodo- and 4-iodo-9-oxo-fluorene three symmetrical bifluorenonyls and the corresponding hydrocarbons 3,3′-, 1,1′- and 4,4′-bifluorenyls are prepared. An attempt to obtain the non-symmetrical 1,2′-bifluorenyl is also described. 相似文献
5.
Sheng-Huel Hsiao Chin-Ping Yang 《Journal of polymer science. Part A, Polymer chemistry》1991,29(3):447-452
Five diimide-dicarboxylic acids were prepared from benzophenone-3,3′,4,4′-tetracarboxylic dianhydride and glycine, β-analine, 4-aminobutyric acid, 6-aminocaproic acid, and 11-aminoundecanoic acid. New aromatic-aliphatic polyamide-imides were prepared by the direct polycondensation of these diacids with aromatic diamines using triphenyl phosphite in N-methyl-2-pyrrolidone (NMP)–Pyridine solution in the presence of calcium chloride. The resulting polymers were characterized by inherent viscosity, infrared spectra, elemental analyses, solubility, differential scanning calorimetry (DSC), thermogravimetry, and wideangle x-ray diffraction measurements. 相似文献
6.
3,3′(1,3-Ethyliminodimethylene)bis(4-hydroxy-6-methoxy-2-methyl)quinoline ( 2c ) and related compounds were synthesized. 3,3-Methylenebis(4-hydroxy-6-methoxy-2-methyl)quinoline ( 5 ) was prepared and upon treatment with phosphorus oxychloride gave 1,13-dimethyl-5,9-dimethoxy-14H-pyrano[3,2-c:5,6-c′]diquinoIine (6), a novel ring system. 相似文献
7.
Germain Saint-Ruf Alain Chalot Bernard Lobert Do Phuoc Hien 《Journal of heterocyclic chemistry》1975,12(5):1069-1071
2-Aminodibenzo-p-dioxine undergoes facile condensation with different ω-bromoketones to give 2-aroylmethylaminodibenzo-p-dioxines, which undergo Möhlau-Bischler cyclisation under certain conditions. Some indolo[5,6-b] [1,4]benzodioxine were prepared by this method and their biochemical effect on the zoxazolamine hydroxylase in rats was studied. 相似文献
8.
The 5-Chloro-2-Phenyl-1,3,4-oxadiazole has been prepared in fair yield. This product is a convenient starting material for the synthesis of O-alkylated or O-arylated derivatives of the 5-hydroxy-2-phenyl-1,3,4-oxadiazole. 相似文献
9.
Old Selenium Heterocycles Revisited: Synthesis,Spectroscopic, and Structural Characterization of N‐Acyl‐1,3‐selenazol‐2(3H)‐imines and 5‐Acyl‐1,3‐selenazol‐2‐amines from Acylselenourea Derivatives
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Fabian Mohr 《Journal of heterocyclic chemistry》2014,51(5):1435-1441
A series of five‐membered selenium heterocycles was prepared from the reaction of various selenoureas and phenacyl bromides. In the case of 1‐acyl‐3‐arylselenoureas N‐acyl‐1,3‐selenazol‐2(3H)‐imines are formed, whereas the analogous reaction with 3,3‐disubstituted 1‐acylselenoureas affords 5‐acyl‐1,3‐selenazol‐2‐amines. The compounds were characterized by NMR spectroscopy and mass spectrometry. In addition, the proposed structures were unambiguously confirmed by X‐ray diffraction studies. 相似文献
10.
Gyo Jic Shin Jin Chul Jung Jun Ho Chi Tae Hwan Oh Jin Beak Kim 《Journal of polymer science. Part A, Polymer chemistry》2007,45(5):776-788
A novel positive‐working, photosensitive polyimide, poly[1,4‐phenyleneoxy‐1,4‐phenylene‐2,2′‐di(2‐nitrobenzyloxy)benzophenone‐3,3′,4,4′‐tetracarboxdiimide] (OPI‐Nb), developable with an aqueous base was prepared by the o‐nitrobenzylation of a polyimide, poly(1,4‐phenyleneoxy‐1,4‐phenylene‐2,2′‐dihydroxybenzophenone‐3,3′,4,4′‐tetracarboxdiimide) (OPI), derived from 2,2′‐dihydroxy‐3,3′,4,4′‐benzophenonetetracarboxylic dianhydride (DHBA) and 4,4′‐oxydianiline, and it micropatterning properties were investigated. The o‐nitrobenzylation of OPI to OPI‐Nb was conducted with o‐nitrobenzyl bromide in N‐methyl‐2‐pyrrolidinone containing Et3N. The DHBA monomer was synthesized by exhaustive KMnO4 oxidation of bis(2‐dimethoxy‐3,4‐dimethylphenyl)methane obtained by etherification of bis(2‐hydroxy‐3,4‐dimethylphenyl)methane with iodomethane, followed by deprotection of the methoxy groups and cyclodehydration of the obtained 2,2′‐dihydroxy‐3,3′4,4′‐benzophenonetetracarboxylic acid. The intermediate bis(2‐hydroxy‐3,4‐dimethylphenyl)methane was prepared by the condensation of 2,3‐dimethylphenol with paraformaldehyde. The degree of o‐nitrobenzylation was determined to be over 94 mol % from 1H NMR absorption of benzylic CH2 protons. The aromatic OPI was perfectly soluble in a dilute aqueous NaOH solution and tetramethylammonium hydroxide (TMAH), whereas OPI‐Nb was not even swellable in them. In the micropatterning process, OPI‐Nb showed a line‐width resolution of 0.4‐μm and a sensitivity of 5.4 J/cm2 when its thin films were irradiated with 365‐nm light and developed with a 2.38% aqueous TMAH solution at room temperature for 90 s. The thickness loss of OPI‐Nb films measured after postbaking at 350 °C was in the 8–9% range. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 776–788, 2007 相似文献
11.
Jean M. J. Tronchet Jean-Richard Neeser Etienne J. Charollais 《Helvetica chimica acta》1978,61(5):1942-1944
Some sugar phosphates, phosphonates and phosphine oxides, Preliminary communication Some new phosphates of 1, 2-O-isopropylidene-α-D-ribofuranose have been prepared. Reactions of 3-C-cyanomethylidene-3-deoxy-1, 2-O-isopropylidene-5-O-trityl-α-D -erythro-pentofuranose (9) have been studied. On treatment with phosphorus nucleophiles, 9 led to phosphorus bearing branched-chain sugar derivatives. Branched-chain cyanosugars as 15 and 16 prepared by cis-vic-dihydroxylation of 9 constitute interesting potential precursors of new types of cyclic sugar phosphates. 相似文献
12.
E. M. Essassi J. P. Lavergne Ph. Viallefont J. Daunis 《Journal of heterocyclic chemistry》1975,12(4):661-663
The condensation of 3,4-diamino 1,2,4-triazole with ethyl aceloacelate gave 6-methyl-8,9-dihydro(7H)-s-triazolo[4,3-b]-1,2,4-triazepin-8-one ( 2 ); 2 has been caracterized by nmr spectroscopy and by comparison with its methylated derivative prepared in an unambigous manner. 相似文献
13.
Structurally Divergent Lithium Catalyzed Friedel–Crafts Reactions on Oxetan‐3‐ols: Synthesis of 3,3‐Diaryloxetanes and 2,3‐Dihydrobenzofurans
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Rosemary A. Croft Dr. James J. Mousseau Chulho Choi Dr. James A. Bull 《Chemistry (Weinheim an der Bergstrasse, Germany)》2016,22(45):16271-16276
The first examples of 3,3‐diaryloxetanes are prepared in a lithium‐catalyzed and substrate dependent divergent Friedel–Crafts reaction. para‐Selective Friedel–Crafts reactions of phenols using oxetan‐3‐ols afford 3,3‐diaryloxetanes by displacement of the hydroxy group. These constitute new isosteres for benzophenones and diarylmethanes. Conversely, ortho‐selective Friedel–Crafts reactions of phenols afford 3‐aryl‐3‐hydroxymethyl‐dihydrobenzofurans by tandem alkylation–ring‐opening reactions; the outcome of the reaction diverging to structurally distinct products dependent on the substrate regioselectivity. Further reactivity of the oxetane products is demonstrated, suitable for incorporation into drug discovery efforts. 相似文献
14.
Lindsey L. Johnston Andrew J. Ursini Nathan P. Oien Matthew P. Desciak Randy S. Rarig Jr. Jon Zubieta Robert L. LaDuca Prof. 《无机化学与普通化学杂志》2008,634(5):887-891
Hydrothermal treatment of aqueous mixtures of copper(II) halides and 3,3′‐bipyridine (3,3′‐bpy) has afforded the coordination polymers [CuCl(3,3′‐bpy)]n ( 1 ) and [Cu2Br2(3,3′‐bpy)]n ( 2 ), which were analyzed via single crystal X‐ray diffraction, infrared spectroscopy, and elemental analysis. The structure of 1 consists of two‐dimensional (2‐D) layers constructed from the linkage of castellated one‐dimensional (1‐D) [CuCl]n stepped chains through anti‐conformation 3,3′‐bpy tethers. Compound 2 presents a related 2‐D sheet motif, albeit built from infinite 1‐D [Cu2Br2]n ladders strutted by 3,3′‐bpy ligands in anti conformation. In both cases neighboring 2‐D sheets stack into 3‐D via weak C–H···halogen interactions. 相似文献
15.
Giulia Erre Kathrin Junge Dr. Stephan Enthaler Dr. Daniele Addis Dirk Michalik Dr. Anke Spannenberg Dr. Matthias Beller Prof. Dr. 《化学:亚洲杂志》2008,3(5):887-894
New monodentate H8‐binaphthol based phosphoramidites 6 b–i have been prepared. Starting from (S)‐3,3′‐dibromo‐5,5′,6,6′,7,7′,8,8′‐octahydro‐1,1′‐binaphthyl‐2,2′‐diol 3 , a general protocol for the synthesis of ligands 6 is presented. A small ligand library bearing aryl substituents in the 3,3′‐position of the binaphthol core was synthesized and successfully tested in the iridium‐catalyzed asymmetric hydrogenation of 2‐amidocinnamates to obtain different α‐amino acid derivatives in up to 99 % ee. 相似文献
16.
Jos M. García Fernndez Carmen Ortiz Mellet M. Angeles Pradera Adrin Jos Fuentes Mota 《Journal of heterocyclic chemistry》1991,28(3):777-780
The syntheses of N-(trans-2-iodocyclohexyl)- 1–4 , N-(2-iodo-3,3-dimethylbutyl) 5 , and N-(2-iodo-1,1-diphenylethyl)ureas 6, 7 and the cyclization of 6 and 7 into 2-amino-2-oxazoline derivatives 8, 9 are reported. The structures of prepared compounds are based on analytical and spectroscopic data. 相似文献
17.
An Imidazoline–Aminophenol (IAP) Nickel Catalyst: Structure and Catalytic Activity in the Enantioselective 1,4‐Addition of 3′‐Indolyl‐3‐Oxindoles to Nitroethylene
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Atsuko Awata Makiko Wasai Prof. Dr. Hyuma Masu Sayaka Kado Prof. Dr. Takayoshi Arai 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(9):2470-2477
The structure of a nickel complex of imidazoline–aminophenol (IAP) prepared from IAP with Ni(OAc)2 was elucidated as cis‐bis(imidazolineaminophenoxide) [Ni(IAP)2]. The [Ni(IAP)2] complex smoothly promoted catalytic asymmetric 1,4‐addition of 3′‐indolyl‐3‐oxindole to nitroethylene to provide chiral mixed 3,3′‐bisindoles with high enantioselectivities. Mechanistic studies using ESI‐MS analyses suggest that one IAP ligand dissociated from [Ni(IAP)2] to generate the Ni–enolate of 3′‐indolyl‐3‐oxindole. From the optically active 3,3′‐mixed indole adduct, biologically important 3′‐indolyl‐3‐pyrrolidinoindoline was successfully synthesized in a three‐step reaction sequence. 相似文献
18.
《中国化学》2017,35(7):1037-1042
Three new chiral stationary phases (CSPs ) for high‐performance liquid chromatography were prepared from R ‐(3,3'‐halogen substituted‐1,1'‐binaphthyl)‐20‐crown‐6 (halogen = Cl, Br and I). The experimental results showed that R ‐(3,3'‐dibromo‐1,1'‐binaphthyl)‐20‐crown‐6 ( CSP ‐1 ) possesses more prominent enantioselectivity than the two other halogen‐substituted crown ether derivatives. All twenty‐one α ‐amino acids have different degrees of separation on R ‐(3,3'‐dibromo‐1,1'‐binaphthyl)‐20‐crown‐6‐based CSP ‐1 at room temperature. The enantioselectivity of CSP ‐1 is also better than those of some commercial R ‐(1,1'‐binaphthyl)‐20‐crown‐6 derivatives. Both the separation factors (α ) and the resolution (R s) are better than those of commercial crown ether‐based CSPs [CROWNPAK CR (+) from Daicel] under the same conditions for asparagine, threonine, proline, arginine, serine, histidine and valine, which cannot be separated by commercial CR (+). This study proves the commercial usefulness of the R ‐(3,3'‐dibromo‐1,1'‐binaphthyl)‐20‐crown‐6 chiral stationary phase. 相似文献
19.
Ellagic acid derivatives from the stem bark of <Emphasis Type="Italic">Dipentodon sinicus</Emphasis>
Ellagic acid derivatives were isolated from Dipentodon sinicus and their structures were identified as 3,3′,4′-tri-O-methylellagic acid (1), 3,3′-di-O-methylellagic acid (2), 4,4′-di-O-methylellagic acid (3), 3,3′-di-O-methylellagic acid-4′-O-α-L-rhamnopyranoside (4), 3,3′,4′-tri-O-methylellagic acid-4′-O-β-D-glucopyranoside (5), 3,3′-di-O-methylellagic acid-4′-O-β-D-glucopyranoside (6), and ellagic acid (7). All the compounds were isolated for the first time from the title plant.
Published in Khimiya Prirodnykh Soedinenii, No. 2, pp. 106–107, March–April, 2007. 相似文献
20.
Haibing Wei Xueliang Pei Xingzhong Fang 《Journal of polymer science. Part A, Polymer chemistry》2011,49(11):2484-2494
Three isomeric bis(thioether anhydride) monomers, 4,4′‐bis(2,3‐dicarboxyphenylthio) diphenyl ketone dianhydride (3,3′‐PTPKDA), 4,4′‐bis(3,4‐dicarboxyphenylthio) diphenyl ketone dianhydride (4,4′‐PTPKDA), and 4‐(2,3‐dicarboxyphenylthio)‐4′‐(3,4‐dicarboxyphenylthio) diphenyl ketone dianhydride (3,4′‐PTPKDA), were prepared through multistep reactions. Their structures were determined via Fourier transform infrared, NMR, and elemental analysis. Three series of polyimides (PIs) were prepared from the obtained isomeric dianhydrides and aromatic diamines in N‐methyl‐2‐pyrrolidone (NMP) via the conventional two‐step method. The PIs showed excellent solubility in common organic solvents such as chloroform, N,N‐dimethylacetamide, and NMP. Their glass‐transition temperatures decreased according to the order of PIs on the basis of 3,3′‐PTPKDA, 3,4′‐PTPKDA, and 4,4′‐PTPKDA. The 5% weight loss temperatures (T5%) of all PIs in nitrogen were observed at 504–519 °C. The rheological properties of isomeric PI resins based on 3,3′‐PTPKDA/4,4′‐oxydianiline/phthalic anhydride showed lower complex viscosity and better melt stability compared with the corresponding isomers from 4,4′‐ and 3,4′‐PTPKDA. In addition, the PI films based on three isomeric dianhydrides and 2,2′‐bis(trifluoromethyl)benzidine had a low moisture absorption of 0.27–0.35%. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011 相似文献