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We previously reported the discovery of a simple conjugated cyano pharmacophore which had led to the development of (Z)-2-(3,4-dichlorophenyl)-3- (4-nitrophenyl)acrylonitrile (1), as a selective inhibitor of oestrogen receptor positive (ER+ve) human breast cancer cell line, MCF-7. Further exploration though modification of the acrylonitrile and aromatic substituents has highlighted key structural components necessary for broad spectrum cytotoxicity. The acrylic acid derivates (Z)-2-(3,4-dichlorophenyl)-3-(4-nitrophenyl)acrylic acid (8) and (Z)-2-(3,4-dichlorophenyl)-3-(4-methoxyphenyl)acrylic acid (9) were inactive; confirming the importance of the cyanide moiety. The most potent 2-phenylacrylonitriles synthesized were (Z)-2-(3,4-dichlorophenyl)-3-(1H-indol- 3-yl)acrylonitrile (3) and (Z)-2-(3,4-dichlorophenyl)-3-(1H-indol-5-yl) acrylonitrile (20) with an average GI50 values of 1.4 and 0.53 muM respectively. Five additional (Z)-2-(3,4-dichlorophenyl)-3-(indolyl) acrylonitriles also displayed average GI50 values of ?8.4 muM. In the case of indole 20, this represents a 32-fold increase in broad spectrum cytotoxicity relative to the lead (1).

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1070O – PubChem

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Autophagy is a catabolic process, which mediates degradation of cellular components and has important roles in health and disease. Therefore, small molecule modulators of autophagy are in great demand. Herein, we describe a phenotypic high-content screen for autophagy inhibitors, which led to the discovery of a dimethoxypyridine-based class of autophagy inhibitors, which derive from previously reported, natural product-inspired MAP4K4 inhibitors. Comprehensive structure-activity relationship studies led to a potent compound, and biological validation experiments indicated that the mode of action was upstream or independent of mTOR.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1018O – PubChem

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The reaction of 2-t-butoxycarbonyl-1-methoxycarbonylethylidenetriphenylphosphorane (3) with a range of aromatic aldehydes has been explored.The resultant itaconic esters, obtained in high yield, are readily converted into methyl 4-acetoxynaphthalene-2-carboxylates.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1017O – PubChem

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A variety of gamma-aromatic gamma-ketobutanoic acids can be reduced selectively, under optimized conditions, by the use of DIBAL-H and ZnCl2 to provide the (RS,SR)-gamma-aryl-gamma-hydroxy-beta-methylbutanoic acids.Further evidence has been gathered to support the hypothesis that the reaction proceeds by formation of a seven-membered ring complex with the aluminium or zinc atom bridging the ketone and carboxyl groups which preceeds the reduction step and that this templated reduction accounts for observed high diastereoselectivity.Also we have shown that some gamma-aryl-gamma-butyrolactones can be easily transformed via an oxidative cleavage of the aromatic ring to provide selective synthesis of either cis- or trans-tetrahydro-3-methyl-5-oxo-2-furancarboxylic acid derivatives.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H820O – PubChem

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We introduce a novel catalytic Wittig reaction based on an inexpensive and readily available phosphane oxide as a precatalyst. The performance of the reaction under microwave irradiation led to significantly improved yields and reaction rates relative to those obtained under conventional heating. Moreover, herein we enclose the first example of the asymmetric catalytic Wittig reaction based on a chiral phosphane as the catalyst.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1104O – PubChem

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The reaction of the 2?-hydroxychalcone dibromides with azide ion was found to afford various products such as alpha-azido-2?-hydroxychalcones, flavones, aurones, isoxazoles or the parent chalcones depending on the substituent pattern of the substrate. Efficient transformation of alpha-azido-2?-hydroxychalcones to 3-amino-2-substituted chromones was also demonstrated.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H988O – PubChem

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Herein, we report a ruthenium-catalyzed redox-neutral alpha-alkylation of unsaturated alcohols based on a synergistic relay process involving olefin isomerization (chain walking) and umpolung hydrazone addition, which takes advantage of the interaction between the two rather inefficient individual reaction steps to enable an efficient overall process. This transformation shows the compatibility of hydrazone-type ?carbanions? and active protons in a one-pot reaction, and at the same time achieves the first Grignard-type nucleophilic addition using olefinic alcohols as latent carbonyl groups, providing a higher yield of the corresponding secondary alcohol than the classical hydrazone addition to aldehydes does. A broad scope of unsaturated alcohols and hydrazones, including some complex structures, can be successfully employed in this reaction, which shows the versatility of this approach and its suitability as an alternative, efficient means for the generation of secondary and tertiary alcohols.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H877O – PubChem

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Diabetes is both an endocrine and a metabolic disease affecting large numbers of individuals worldwide. The use of natural products such as herbs in the management of diseases dates back to the prehistoric era. Herbal therapy presents a less adverse side effect when compared with the synthetic orthodox counterpart. The phytochemical components of medicinal plants have been credited for the efficacy of herbal formulations. The aim of this study is to review some common anti-diabetic plants which have been tested experimentally using recent diabetes marker parameters and to highlight the bioactive anti-diabetic principles isolated from their phytochemicals. In addition, anti-diabetic compounds isolated in the process of research in our laboratory have been cited in the review. Such keywords like anti-diabetic medicinal plants, mechanism of actions, phytochemicals, alloxan, streptozotocin, glycosylated haemoglobin, were used on different search engines to generate secondary data used in this review. Data obtained indicated that various phytochemical components of anti-diabetic herbs such as the flavonoids, saponins, tannins, alkaloids, glycosides, terpenes, were responsible for the said anti-diabetic activities of the plants. The data equally revealed that these phytochemicals acted in diverse mechanisms to bring about their activities. From the data obtained, it was concluded that phytochemicals from anti-diabetic medicinal plants/herbs are pivotal in the production of marketable novel and efficacious anti-diabetic drug in future.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H721O – PubChem

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In this paper, we developed facile and high-yield synthetic routes for the preparation of 2-sulfonyl indenes and indanes, including: (i) Amberlyst-15-promoted Knoevenagel reaction of beta-ketosulfones and arylaldehydes in refluxing toluene; (ii) Grignard reagent (R?MgBr) or reducing reagent (NaBH4) promoted regio-and/or stereocontrolled 1,4-Addition or 1,4-/1,2-reduction of the resulting sulfonyl chalcones in THF or MeOH/THF at 25 C; and then (iii) Amberlyst-15 mediated intramolecular Friedel-Crafts annulation of the corresponding beta-ketosulfones or beta-hydroxysulfones in toluene at reflux. This present method describes a highly efficient (3 + 2) annulation via the formation of two carbon-carbon (C-C) bonds. The DFT calculations were utilized to rationalize the regioselectivity of the addition reaction.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H772O – PubChem

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We have developed a microwave-assisted catalytic Wittig reaction. In this paper, we give full account of the scope and limitations of this reaction. A screening of various commercially available phosphine oxides as precatalysts revealed Bu3P=O to be the most promising candidate. We tested 10 silanes for the in situ reduction of the phosphine oxide to generate Bu3P as the actual catalyst. Different epoxides were tested as masked bases. In this context, cyclohexene oxide as well as butylene oxide proved to be suitable. The reaction could be carried out at 125 C, but higher yields and E/Z selectivities were obtained at 150 C. Under the optimised reaction conditions, more than 40 examples for the conversion of various aldehydes into the corresponding alkenes are reported. The products were obtained in yields of up to 88 with high E selectivities. Moreover, we also describe the further screening of several chiral phosphines as catalysts for the microwave-assisted enantioselective catalytic Wittig reaction. The scope and limitations of the microwave-assisted catalytic Wittig reaction have been evaluated with respect to the catalyst, silane, solvent, reaction conditions, and substrates.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H853O – PubChem