106296-25-7Relevant academic research and scientific papers
Metal-free Synthesis of Spiro-2,2′-benzo[b]furan-3,3′-ones via PhI(OAc)2-Mediated Cascade Spirocyclization
Xing, Qingyu,Liang, Huiyuan,Bao, Mingmai,Li, Xuemin,Zhang, Jingran,Bi, Tianhao,Zhang, Yilin,Xu, Jun,Du, Yunfei,Zhao, Kang
supporting information, p. 4669 - 4673 (2019/09/17)
Treating the benzyl protected 3-hydroxy-1,3-bis(2-hydroxyphenyl)prop-2-en-1-ones solely with PhI(OAc)2 (PIDA) in DCE at room temperature readily furnished the seldom studied spiro-2,2′-benzo[b]furan-3,3′-ones in satisfactory to excellent yields. The hypervalent iodine reagent enables the metal-free cascade spirocyclization resulting in the dual oxidative C?O bond formation. (Figure presented.).
Design and synthesis of two aromatic amines with dendritic structure
Luo, Zhenghong,Cheng, Hua,Xu, Wei
experimental part, p. 303 - 308 (2010/10/21)
The design and synthesis of two aromatic amines with dendritic structures, i.e. 3,4,5-tribenzyloxyaniline (3,4,5-G1-NH2) and 2,5-dibenzyloxyaniline (2,5-G1-NH2), were conducted. A coupling reaction of three or two equivalents of benzyl bromide to one equivalent of methyl hydroxybenzoate generated methyl 3,4,5-tribenzyloxybenzoate (3,4,5-G1-COOCH3), methyl 2,5-dibenzyloxybenzoate (2,5-G1-COOCH3) and 2,6-dibenzyloxybenzoate (2,6-G1-COOCH3) in high yields. All G1-COOCH3 derivatives were studied by X-ray analysis. The results show that these dendrons have sufficient volume to be used as the fine ligands for certain catalysts. The amide intermediates (benzamide, G1-CONH2) were obtained by reaction between ammonia and G1-COOCH3. Interestingly, 2,6-dibenzyloxybenzamide (2,6-G1-CONH2) can not be prepared in the same condition, which may be due to the overlarge steric block. Sodium hypochlorite was an effective oxidant to generate methyl carbamates G1-NHCO2CH3.
Facile synthesis of 1,3,7-trihydroxyxanthone and its regioselective coupling reactions with prenal: Simple and efficient access to osajaxanthone and nigrolineaxanthone F
Mondal, Mukulesh,Puranik, Vedavati G.,Argade, Narshinha P.
, p. 4992 - 4995 (2007/10/03)
A facile five-step synthesis of naturally occurring 1,3,7- trihydroxyxanthone has been described starting from 1,3,5-trimethoxybenzene via NBS-induced nuclear bromination, lithiation followed by an in situ benzoylation with methyl 2,5-dibenzyloxybenzoate, selective deprotection of the two benzyl groups, base-catalyzed intramolecular cyclization, and demethylations pathway with 62% overall yield. The regioselective coupling reactions of 1,3,7-trihydroxyxanthone with prenal in the presence of calcium hydroxide at room temperature and under thermal conditions at 140-150 °C have been demonstrated to exclusively obtain the natural products osajaxanthone in 15% yield and nigrolineaxanthone F in 98% yield, respectively.
Selective endothelin A receptor ligands. 1. Discovery and structure-activity of 2,4-disubstituted benzoic acid derivatives
Astles,Brown,Handscombe,Harper,Harris,Lewis,Lockey,McCarthy,McLay,Porter,Roach,Smith,Walsh
, p. 409 - 423 (2007/10/03)
This paper describes the discovery of a new non-peptide endothelin A (ET(A)) selective ligand, 2,4-dibenzyloxybenzoic acid 3, which inhibits the binding of [125I]ET-1 to ET(A) receptors with an IC50 of 9 μM (ET-1 = endothelin-1). Optimisation of 3 resulted in compound 52 which had an IC50 of 1 μM. One of the analogues of 3, compound 15, was examined in a functional assay and shown to antagonise ET-1-induced contraction of rat aorta. The identification of 3 was made through the application of ChemDBS-3D searching of our corporate database. The 3D query, using an aromatic ring to a carboxylic acid group separated by 10.2 ± 1.1 A, was derived from an examination of common pharmacophoric distances found in the low energy conformations of two known ET(A) antagonists, the cyclic pentapeptide BQ 123 1 and myriceron caffeoyl ester 2.
Synthetic aci-Reductones: 3,4-Dihydroxy-2H-1-benzopyran-2-ones and Their cis- and trans-4a,5,6,7,8,8a-Hexahydro Diastereomers. Antiaggregatory, Antilipidemic, and Redox Properties Compared to Those of the 4-Substituted 2-Hydroxytetronic Acids
Witiak, Donald T.,Kim, Sung K.,Tehim, Ashok K.,Sternitzke, Kent D.,McCreery, Richard L.,et al.
, p. 1437 - 1445 (2007/10/02)
Synthetic procedures for the elaboration of aci-reductones belonging to the 6- or 7-mono- or bis-substituted-3,4-dihydroxy-2H-1-benzopyran-2-ones (6 - 10) and their cis- and trans-4a,5,6,7,8,8a-hexahydro diastereomers (11, 12) are described.Hexahydrobenzo
Charge Separation in Carotenoporphyrin-Quinone Triads: Synthetic, Conformational, and Fluorescence Lifetime Studies
Gust, Devens,Moore, Thomas A.,Liddell, Paul A.,Nemeth, Gregory A.,Makings, Lewis R.,et al.
, p. 846 - 856 (2007/10/02)
Carotenoid-porphyrin-quinone triad molecules undergo a photodriven two-step electron-transfer reaction which results in the generation of a high-energy charge-separated state with a lifetime on the microsecond time scale at ambient temperatures in fluid s
Benzamide derivatives
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, (2008/06/13)
Benzamide derivatives of the formula:- STR1 wherein R1 represents a fluorine, chlorine or bromine atom, or an alkyl, alkoxy, alkylthio, alkylsulphonyl, alkanoylamino, alkylamino or alkylsulphamoyl group, each such group containing from 1 to 6 carbon atoms, a dialkylsulphamoyl, dialkylamino or dialkylcarbamoyl group (wherein the two alkyl groups may be the same or different and each contains from 1 to 4 carbon atoms), an alkanoyl, alkoxycarbonyl, alkoxycarbonylamino or alkylcarbamoyl group containing from 2 to 6 carbon atoms, or a hydroxy, formyl, nitro, trifluoromethyl, aryl, benzyloxycarbonylamino, amino, sulphamoyl, cyano, tetrazol-5-yl, carboxy, carbamoyl or aroyl group, and n represents an integer 1, 2 or 3, are new compounds possessing pharmacological properties, in particular properties of value in the treatment of respiratory disorders manifested by the interaction of tissue-fixed antibodies with specific antigens.
