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Abstract: The interesting pharmaceutical and biological activities of 4-hydroxy-2-quinolones make them valuable in drug research and development. Hence, many publications have recently dealt with their synthetic analogous and the synthesis of their heteroannelated derivatives. Consequently, we have found that it is of importance to shed new light on these interesting heterocycles. This focused review article discusses the recent synthetic approaches and the applications of this class of compounds in the synthesis of related four-membered to seven-membered heterocycles, most of them showing unique biological activities. Graphical abstract: [Figure not available: see fulltext.]

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N-Myristoyltransferase (NMT) is an attractive antiprotozoan drug target. A lead-hopping approach was utilized in the design and synthesis of novel benzo[b]thiophene-containing inhibitors of Plasmodium falciparum (Pf) and Plasmodium vivax (Pv) NMT. These inhibitors are selective against Homo sapiens NMT1 (HsNMT), have excellent ligand efficiency (LE), and display antiparasitic activity in vitro. The binding mode of this series was determined by crystallography and shows a novel binding mode for the benzothiophene ring.

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Condensation of resorcinols (I) with (i) ethyl 2,3-dihydro-3-oxobenzofuran-2-carboxylate (II) and (ii) ethyl 2,3-dihydro-3-oxonaphtho<1,2-b>furan-2-carboxylate (VI) in the presence of phosphorus oxychloride gives the corresponding 2-alkyl-3-hydroxybenzofuro<2,3-c><1>benzopyran-6(H)-ones (III) and 2-alkyl-3-hydroxynaphtho<1,2-b>furo<2,3-c><1>benzopyran-6(H)-ones (VII) which on treatment with methylmagnesium iodide afford 2-alkyl-3-hydroxy-6,6-dimethyl-6H-benzofuro<2,3-c><1>benzopyrans (IV) and 2-alkyl-3-hydroxy-6,6-dimethyl-6H-naphtho<1,2-b>furo<2,3-c><1>benzopyrans (VIII) respectively.The pyrans (IV) are alkylated with 2-chloroethylpyrrolidine to give the corresponding basic ethers (V).

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Benzofuran – Wikipedia,
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The invention provides compounds, of Formula I: pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with the activity of GPR119.

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The invention discloses a formula (3) or the formula (7) or the formula (8) as shown in the synthesis of chiral season carbide: such as a (1) indicated by the 1, 3 – dicarbonyl compound or 3 – oxo – 2, 3 – dihydronaphth and [2, 1 – b] – 2 – carboxylic acid methyl ester or 3 – oxo – 2, 3 – dihydronaphth and [2, 3 – b] furan – 2 – carboxylic acid methyl ester and formula (2) indicated by the alpha, beta – unsaturated enone as raw materials, in chiral catalyst and organic solvent in the Michael addition reaction; thin layer chromatography the tracking reaction until the reaction is complete, the reaction is finished after removing the solvent, in order to mix the solution as the eluent for gradient elution, to obtain the addition product, substituted (3) or the formula (7) or the formula (8) shows the chiral season by carbon compound, such compounds can be used as a kind of important organic intermediate used in medicine, in the field of agricultural chemicals and the like. The present invention provides this kind of chiral season carbon compound high-efficient synthetic method, its high yield, asymmetric good selectivity, a wide range of the reaction substrate, the reaction reagent is easy cheap, has important application value. (by machine translation)

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 13099-95-1, name is Ethyl 3-oxo-2,3-dihydrobenzofuran-2-carboxylate, introducing its new discovery. Recommanded Product: 13099-95-1

The association step in SRN1 reactions, in which p-nitrobenzylic radicals are trapped by aci-nitronate ions or the anions from beta-keto esters, is demonstrated to be effectively irreversible under the normal conditions of the SRN1 reaction.The dissociation of C-alkylates formed from aci-nitronates and p-nitrobenzylic substrates appears to take place in a process involving transfer of two electrons and not through dissociation of radical anions.

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 13099-95-1, name is Ethyl 3-oxo-2,3-dihydrobenzofuran-2-carboxylate, introducing its new discovery. name: Ethyl 3-oxo-2,3-dihydrobenzofuran-2-carboxylate

The asymmetric allylic alkylation of benzofuran-3(2 H)-ones with nitroallylic acetates has been achieved employing a bifunctional thiourea organocatalyst via S N 2? substitution. A series of 2,2-disubstituted benzofuranones bearing adjacent tetrasubstituted and tertiary stereocenters have been synthesized with moderate to good yields and very good stereoselectivities.

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Studies in synthesis of furocumarins: Part 36 – Synthesis of pyrano- and furo-isocoumestans

2,2-Dimethylpyrano<2,3-h>benzofuro<2,3-c>benzopyran-6(H)-one (5) and 3,3,5-trimethylpyrano<3,2-g>benzofuro<2,3-c>benzopyran-7(H)-one (9) have been synthesised by the Claisen rearrangement of 4 and 8-respectively. 2-Methylfuro<3,2-g>benzofuro<2,3--c>benzopyran-6(H)-one (14) has been synthesised from 12 by the intramolecular Wittig reaction, and furo<3,2-g>benzofuro<2,3-c>benzopyran-6(H)-one (17) was obtained by condensing 15 with 2 followed by dehydrogenation.

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Synthesis of Basic Ethers of 3-Hydroxybenzofuro<2,3-c><1>benzopyran-6(H)-ones and 3-Hydroxynaphtho<1,2-b>furo<2,3-c><1>benzopyran-6(H)-ones

Synthesis of a number of 3-hydroxybenzofuro<2,3-c><1>benzopyran-6(H)-ones (IVa-g) and 3-hydroxynaphtho<1,2-b>furo<2,3-c><1>benzopyran-6(H)-ones (VIIa-f) has been carried out by the condensation of resorcinols with ethyl 2,3-dihydro-3-oxobenzofuran-2-carboxylate (III) and ethyl 2,3-dihydro-3-oxonaphtho<1,2-b>furan-2-carboxylate (VI), respectively in the presence of POCl3.Basic ethers (Va-v and VIIIa-l) of these compounds have been obtained by alkylation with beta-t-aminoalkyl halides in Me2CO-K2CO3.

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Synthesis of some antimicrobial heterocycles from pyranotetrahydrocarbazole

3,8-Dioxo-8,9,10,11-tetrahydropyrano[2,3-c]carbazole on dehydrogenation with 5% Pd-C in diphenyl ether gives 8-hydroxy-3-oxopyrano[2,3-c]carbazole 1 which on Pechmann condensation with various acyclic, cyclic, aromatic and heterocyclic beta-keto esters like ethylacetoacetate, ethyl cyclopentonone-2-carboxylate, ethyl 2,3-dihydro-3-oxobenzofuran-2-carboxylate yield 4-methyl-2,9-dioxodipyrano[2?,3?-a:3,2-g]carbazole 2, 2,10-dioxo2?,3?dihydrocyclopenta[4?,57Prime;:5?, 4?]-dipyrano[2?,3?-a:3,2-g]carbazole 3,2, 12-dioxo[1] benzofuran[2?, 3?:5?, 4?]dipyrano[2?,3?-a:3, 2-g]carbazole 4 respectively. With malonic acid and malononitrile it gave 4-hydroxy-2,9-dioxodipyrano[2?,3?-a:3,2-g] carbazole 5 and 2-amino-3-cyano-2?,9-dioxospiro[dipyrano[2?,3?-a:3,2-g] carbazole-4,3?-indole] 6 respectively. The structures of the compounds have been established on the basis of spectral and analytical data. All the compound 1a-d, 2a-d, 3a-d, 4a-d, 5a-d and 6a-d have been screened for their antimicrobial activity and have been found to exhibit significant antibacterial and antifungal activity.

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