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Journal articles on the topic 'Acylation of benzofurans'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Camacho-Dávila, Alejandro, José Espinoza-Hicks, Gerardo Zaragoza-Galán, David Chávez-Flores, Víctor Ramos-Sánchez, and Joaquín Tamariz. "A Convergent Total Synthesis of the Biologically Active Benzofurans Ailanthoidol, Egonol and Homoegonol from Biomass-Derived Eugenol." Synthesis 50, no. 17 (2018): 3493–98. http://dx.doi.org/10.1055/s-0037-1610169.

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An efficient, general synthetic protocol for the synthesis of the biologically active benzofurans ailanthoidol, egonol and homoegonol was developed. The key starting material, eugenol, is a naturally occurring and abundant precursor. The protocol, involving sequential acylation and intramolecular Wittig reaction, provides a convenient method for building the benzofuran moiety in good yield.

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2

Zheng, Xuebing, Chuanjun Song, and Yonggang Meng. "New method for the acylation of benzofurans toward the synthesis of 6H-indeno[2,1-b]benzofuran-6-ones and 2,2-bibenzofurans." Arkivoc 2022, no. 5 (2022): 60–69. http://dx.doi.org/10.24820/ark.5550190.p011.624.

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3

Liou, Yan-Cheng, Praneeth Karanam, Yeong-Jiunn Jang, and Wenwei Lin. "Synthesis of Functionalized Benzofurans from para-Quinone Methides via Phospha-1,6-Addition/O-Acylation/Wittig Pathway." Organic Letters 21, no. 19 (2019): 8008–12. http://dx.doi.org/10.1021/acs.orglett.9b03001.

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4

Zhao, Jincan, Hong Fang, Chen Xie, Jianlin Han, Guigen Li, and Yi Pan. "Palladium-Catalyzed C3 Acylation of Benzofurans and Benzothiophenes with Aromatic Aldehydes by Cross-Dehydrogenative Coupling Reactions." Asian Journal of Organic Chemistry 2, no. 12 (2013): 1044–47. http://dx.doi.org/10.1002/ajoc.201300208.

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5

Mattson, Anita E., та Karl A. Scheidt. "Nucleophilic Acylation ofo-Quinone Methides: An Umpolung Strategy for the Synthesis of α-Aryl Ketones and Benzofurans". Journal of the American Chemical Society 129, № 15 (2007): 4508–9. http://dx.doi.org/10.1021/ja068189n.

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6

Zhao, Jincan, Hong Fang, Chen Xie, Jianlin Han, Guigen Li, and Yi Pan. "ChemInform Abstract: Palladium-Catalyzed C3 Acylation of Benzofurans and Benzothiophenes with Aromatic Aldehydes by Cross-Dehydrogenative Coupling Reactions." ChemInform 45, no. 18 (2014): no. http://dx.doi.org/10.1002/chin.201418109.

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7

Gong, Wei-Jie, De-Xian Liu, Fei-Long Li, Jun Gao, Hong-Xi Li та Jian-Ping Lang. "Palladium-catalyzed decarboxylative C3-acylation of benzofurans and benzothiophenes with α-oxocarboxylic acids via direct sp2 C–H bond activation". Tetrahedron 71, № 8 (2015): 1269–75. http://dx.doi.org/10.1016/j.tet.2014.12.095.

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8

Gong, Wei-Jie, De-Xian Liu, Fei-Long Li, Jun Gao, Hong-Xi Li та Jian-Ping Lang. "ChemInform Abstract: Palladium-Catalyzed Decarboxylative C3-Acylation of Benzofurans and Benzothiophenes with α-Oxocarboxylic Acids via Direct sp2C-H Bond Activation." ChemInform 46, № 26 (2015): no. http://dx.doi.org/10.1002/chin.201526092.

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9

Nunes, Nelson, Ana P. Carvalho, Ruben Elvas-Leitão, et al. "Exploring the Effect of Hierarchical Porosity in BEA Zeolite in Friedel-Crafts Acylation of Furan and Benzofuran." Catalysts 12, no. 9 (2022): 1064. http://dx.doi.org/10.3390/catal12091064.

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Hierarchical BEA zeolite was prepared through desilication or desilication followed by acid treatment. The catalytic performance of BEA zeolite samples was evaluated using Friedel-Crafts acylations with two substrates of different molecular sizes, furan (5.7 Å) and benzofuran (6.9 Å), in the presence of acetic anhydride as acylating agent. The application of the simplified Langmuir-Hinshelwood kinetic model showed that the size of the substrate leads to different catalytic activities, with improved rate constant and turnover frequency (TOF) solely in the presence of benzofuran for both desilic

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10

Wu, Yu-Ran, Shu-Ting Ren, Lei Wang, et al. "Synthesis and AChE inhibitory activity of N-glycosyl benzofuran derivatives." Heterocyclic Communications 25, no. 1 (2019): 162–66. http://dx.doi.org/10.1515/hc-2019-0021.

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AbstractSix N-glycosyl benzofuran derivatives were synthesized by the catalysis of organic bases and condensation agents. The benzofuran derivatives were obtained by the reaction of various salicylaldehydes in acetone, and then hydrolyzed to the corresponding carboxylic acids. Finally, the target compounds were synthesized by acylation and the reaction conditions were optimized. The acetylcholinesterase (AChE) inhibitory activity of the desired compounds was tested using Ellman’s method. Most of the compounds showed acetylcholinesterase-inhibition activity; N-(2,4,5-trihydroxy-6-(hydroxymethyl

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11

Zheng, Yunyun, Jiuling Li, and Kai Wei. "Boron Trifluoride Etherate Promoted Regioselective 3-Acylation of Indoles with Anhydrides." Molecules 27, no. 23 (2022): 8281. http://dx.doi.org/10.3390/molecules27238281.

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An efficient, high-yielding and scalable procedure for the regioselective 3-acylation of indoles with anhydrides promoted by boron trifluoride etherate under mild conditions was reported. This novel protocol provided a simple way to prepare 3-(benzofuran-2-yl) indole in three steps.

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12

Richard, F., H. Carreyre, and G. Pérot. "Zeolite-Catalyzed Acylation of Heterocyclic Compounds: Acylation of Benzofuran and 2-Methylbenzofuran in a Fixed Bed Reactor." Journal of Catalysis 159, no. 2 (1996): 427–34. http://dx.doi.org/10.1006/jcat.1996.0106.

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13

Prashanth, M. K., M. Madaiah, H. D. Revanasiddappa, and K. N. Amruthesh. "Synthesis, Characterization, and BSA Binding Studies of Some New Benzamides Related to Schiff Base." ISRN Organic Chemistry 2013 (April 7, 2013): 1–12. http://dx.doi.org/10.1155/2013/791591.

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Condensation of amine 1 with aldehyde 2 gives Schiff base, N-(4-((benzofuran-2-ylmethylene) amino)phenyl)acetamide 3. Schiff base on N-acylation with different substituted acid chlorides in the presence of triethylamine gives the corresponding benzamides, N-acetyl-N-(4-((benzofuran-2-ylmethylene)amino)phenyl)substitutedbenzamide (NABP) 5a–j. The structures of newly synthesized compounds were characterized by elemental analysis, 1H NMR, 13C NMR FT-IR, and mass spectral studies. Compounds 3 and 5a–j have been screened for their antimicrobial activity using the disc diffusion and minimum inhibito

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14

Richard, F., H. Carreyre, and G. Pérot. "Zeolite catalyzed acylation of heterocyclic compounds. Part III. Comparison between benzofuran and 2-methylbenzofuran." Journal of Molecular Catalysis A: Chemical 101, no. 3 (1995): L167—L169. http://dx.doi.org/10.1016/1381-1169(95)00125-5.

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15

Richard, F., H. Carreyre, and G. Pérot. "Zeolite catalyzed acylation of heterocyclic compounds. Part II. Acylation of benzofuran over Y zeolites. Effect of reaction conditions on the activity and stability." Journal of Molecular Catalysis A: Chemical 103, no. 1 (1995): 51–61. http://dx.doi.org/10.1016/1381-1169(95)00117-4.

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16

Amouzegh, Patricia, Annie Finiels, Patrick Geneste, Erick Ginestar, and Patrice Moreau. "Acylation of a substituted benzofuran over an HY zeolite and its subsequent deacylation and reacylation." Catalysis Letters 34, no. 3-4 (1995): 389–94. http://dx.doi.org/10.1007/bf00806889.

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17

Békássy, Sándor, Béla Ágai, János Farkas, Eszter Gábor, Mária Ferenczi, and François Figueras. "An Environmentally Friendly Route for the Synthesis of Benzofurane Derivatives using Selective Ring Acylation of Resorcinol." Catalysis Letters 118, no. 3-4 (2007): 219–23. http://dx.doi.org/10.1007/s10562-007-9173-y.

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18

Yang, Shu-Mei, Chein-Yi Wang, Chun-Kai Lin, et al. "Diversity-Oriented Synthesis of Furo[3,2-c ]coumarins and Benzofuranyl Chromenones through Chemoselective Acylation/Wittig Reaction." Angewandte Chemie 130, no. 6 (2018): 1684–88. http://dx.doi.org/10.1002/ange.201711524.

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19

Yang, Shu-Mei, Chein-Yi Wang, Chun-Kai Lin, et al. "Diversity-Oriented Synthesis of Furo[3,2-c ]coumarins and Benzofuranyl Chromenones through Chemoselective Acylation/Wittig Reaction." Angewandte Chemie International Edition 57, no. 6 (2018): 1668–72. http://dx.doi.org/10.1002/anie.201711524.

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20

Iukhymenko, N., O. Kharchenko, V. Smokal, and А. Kolendo. "SYNTHESIS AND INVESTIGATION OF THERMOSTATABILITIVE ACTION ON POLYSTYRENE OF NEW METHACRYLIC MONOMERS BASED ON AURONE." Bulletin of Taras Shevchenko National University of Kyiv. Chemistry, no. 1(55) (2018): 64–67. http://dx.doi.org/10.17721/1728-2209.2018.1(55).16.

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In this work, 6-hydroxy- and 4'-hydroxyaurones were synthesized by condensation reaction of 6-hydroxybenzofuran-3-one with benzaldehyde and benzofuran-3-one with 4-hydroxybenzaldehyde. Methacrylic monomers – (2Z)-6-methacryloxy-2-(4-R-benzylidene)-1-benzofuran-3-(2H)-one and a new 4-[(Z)-(3-oxo-1-benzofuran-2-(3H)ilidene)methyl]phenyl-2-methyl acrylate were obtained by acylation with the methacryloyl chloride in the presence of triethylamine as HCl acceptor at the temperature 0–5°C. These monomers were synthesized to create special purpose polymers. New methacrylic derivatives are not deeply p

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21

Kharchenko, Oksana, Vitaliy Smokal, and Oksana Krupka. "SYNTHESIS OF MONOMERS BASED ON 6-HYDROXYAURONE AND INVESTIGATION ITS PHOTOCHEMICAL PROPERTIES." Ukrainian Chemistry Journal 86, no. 4 (2020): 118–25. http://dx.doi.org/10.33609/2708-129x.86.4.2020.118-125.

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In particular, as an important class of organic heterocyclic dyes, aurones exhibit unique photochemical and photophysical properties, which render them useful in a variety of applications, such as fluorescent labels and probes in biology and medicine. Despite of the wide range of applications, the photochemical properties of the aurone class remain less well known. The backbone of aurone molecule has excellent planarity and from the viewpoint of molecular engineering, molecular planarity plays an important role in tuning nonlinear optical properties of materials. Therefore, this work is aimed

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22

Richard, F., H. Carreyre, J. M. Coustard, C. Bachmann, and G. Perot. "Zeolite-catalyzed acylation of heterocyclic compounds — VI. One-step synthesis of 3-(benzofuran-2-carbonyl)pentane-2,4-dione from 2-acetylbenzofuran over HY-zeolite." Tetrahedron 54, no. 49 (1998): 14757–66. http://dx.doi.org/10.1016/s0040-4020(98)00904-1.

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23

Richard, F., H. Carreyre, J. M. Coustard, C. Bachmann, and G. Perot. "ChemInform Abstract: Zeolite-Catalyzed Acylation of Heterocyclic Compounds. Part 6. One-Step Synthesis of 3-(Benzofuran-2-carbonyl)pentane-2,4-dione from 2-Acetylbenzofuran over HY-Zeolite." ChemInform 30, no. 14 (2010): no. http://dx.doi.org/10.1002/chin.199914133.

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24

Tolkunov, S. V., V. S. Tolkunov, and V. I. Dulenko. "Acylation and Cyclodehydration of Benzofuran-, Benzothiophene-, and Indolyl-3-acetic Acid Arylamides. Synthesis of Novel Benzofuro[2,3-c]-, Benzothieno[2,3-c], and Indolo[2,3-c]pyrilium and Pyridine Derivatives." Chemistry of Heterocyclic Compounds 40, no. 4 (2004): 481–89. http://dx.doi.org/10.1023/b:cohc.0000033542.86752.27.

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25

Gurram, Durga Prasad, You‐Cheng Zhou, Chia‐Chin Liu та ін. "Chemoselective Acylation/Wittig or β‐Acylation Reactions: Diversity‐Oriented Synthesis of Indandione‐Tethered Benzofurans and β‐Acylated Arylidene Indandiones". Advanced Synthesis & Catalysis, 25 червня 2025. https://doi.org/10.1002/adsc.70000.

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An efficient, chemoselective, and switchable diversity‐oriented synthesis of β‐acylated arylidene indandiones and the indanedione‐based formal cross‐coupling benzofuran adducts is reported, which is challenging to realize by conventional strategies. It is achieved via a chemoselective acylation by altering the addition sequence of acylating agents with distinct reactivities, followed by β‐acylation or chemoselective intramolecular Wittig reactions, with the in situ‐generated bis‐acylated phosphorus ylides as the key intermediates.

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26

Li, Zehua, Jiying Liu, Jiabin Liu, et al. "Mechanism and Diastereoselectivity of the Photo‐/NHC Cocatalyzed Fluoroacylation of Benzofurans: A Theoretical View." Journal of Physical Organic Chemistry 38, no. 4 (2025). https://doi.org/10.1002/poc.70007.

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ABSTRACTThe NHC/photoredox cocatalysis proposes an alternative to conventional methods for acylation of the unsaturated bonds. But it is still a great challenge to effectively control the stereoselectivities stemming from couplings of the ketyl radicals and the alkyl radicals. In this work, we have selected the photo‐/NHC cocatalyzed fluoroaroylation of benzofurans as the computational model for density functional theory (DFT) studies, intending to unveil mechanisms of the fluorine‐induced diastereoselectivities and thus to provide guidance to future rational design of promising catalytic reac

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27

Mattson, Anita E., та Karl A. Scheidt. "Nucleophilic Acylation of o-Quinone Methides: An Umpolung Strategy for the Synthesis of α-Aryl Ketones and Benzofurans." ChemInform 38, № 34 (2007). http://dx.doi.org/10.1002/chin.200734078.

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28

Aribert, Nicolas, Severine Camy, Yolande Peres Lucchese, Jean-Stéphane Condoret, and Patrick Cognet. "Cleaner Routes for Friedel-Crafts Acylation." International Journal of Chemical Reactor Engineering 8, no. 1 (2010). http://dx.doi.org/10.2202/1542-6580.2183.

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Friedel-Crafts acylation is among the most fundamental and useful reactions to yield aromatic ketones but it is one of the less acceptable in terms of unwanted polluting by-products or atom economy because of the overconsumption of catalyst which is used in stoichiometric quantities in the conventional process. This route is nevertheless widely used in the fine chemical industry.In recent years, awareness of the impact of industrial activities on the environment has led chemists to work on new chemical routes, less dangerous and more environmentally friendly.We considered here the acylation of

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29

Dastari, Sowmya, Solai Murugappan, Stephy Elza John, and Nagula Shankaraiah. "Microwave-Assisted Ru(II)-Catalyzed Regioselective Methyl Acylation of 2-Arylbenzoazoles: Synthesis of Benzofuran Conjugates via C–H Activation/Annulation." Journal of Organic Chemistry, April 30, 2024. http://dx.doi.org/10.1021/acs.joc.4c00402.

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30

Tolkunov, S. V., V. S. Tolkunov, and V. I. Dulenko. "Acylation and Cyclodehydration of Benzofuran-, Benzothiophene-, and Indolyl-3-acetic Acid Arylamides. Synthesis of Novel Benzofuro[2,3-c]-, Benzothieno[2,3-c], and Indolo[2,3-c]-pyrilium and Pyridine Derivatives." ChemInform 35, no. 52 (2004). http://dx.doi.org/10.1002/chin.200452115.

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