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Journal articles on the topic 'Benzo[b]furan'

Author: Grafiati

Published: 4 June 2025

Last updated: 1 August 2025

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1

Duc, Dau Xuan. "Recent Achievement in the Synthesis of Benzo[b]furans." Current Organic Synthesis 17, no. 7 (2020): 498–517. http://dx.doi.org/10.2174/1570179417666200625212639.

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Background: Benzo[b]furan derivatives are oxygen-containing heterocyclic compounds consisting of fused benzene and furan rings and are present in a large number of natural and non-natural compounds. This class of compounds has a wide spectrum of biological activities, such as antiarrhythmic, anticancer, inflammatory, antioxidant, antimicrobial, and antiviral. Furthermore, benzo[b]furan derivatives have also been applied in various areas, such as organic electroluminescence device materials and organic dyes, photosensitizing material, organic synthesis as building blocks or intermediates. : Bec

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2

Li, Yibiao, Liang Cheng, Xiaohang Liu, Bin Li, and Ning Sun. "Copper-promoted hydration and annulation of 2-fluorophenylacetylene derivatives: from alkynes to benzo[b]furans and benzo[b]thiophenes." Beilstein Journal of Organic Chemistry 10 (December 4, 2014): 2886–91. http://dx.doi.org/10.3762/bjoc.10.305.

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An efficient copper-promoted hydration reaction and its application in the synthesis of benzo[b]furan and benzo[b]thiophene derivatives is presented starting from readily available 2-fluorophenylacetylene derivatives. The key annulation step involves the hydration of the C–F bond of 2-fluorophenylacetylene derivatives followed by an intramolecular annulation to afford benzo[b]furan and benzo[b]thiophene derivatives. Moreover, structurally important 2,2'-bisbenzofuran scaffolds are provided in good yields.

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3

Wang, Dezhi, Xi Chen, Hua Yang, et al. "The synthesis of cyclometalated platinum(ii) complexes with benzoaryl-pyridines as C^N ligands for investigating their photophysical, electrochemical and electroluminescent properties." Dalton Transactions 49, no. 44 (2020): 15633–45. http://dx.doi.org/10.1039/d0dt02224a.

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4

Ohta, Akihiro, (the late) Yasuo Akita, Teruya Ohkuwa, et al. "Palladium-catalyze Arylation of Furan, Thiophene, Benzo[b]furan and Benzo[b]thiophene." HETEROCYCLES 31, no. 11 (1990): 1951. http://dx.doi.org/10.3987/com-90-5467.

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5

Kraľovičová, Eva, Alžbeta Krutošíková, and Jaroslav Kováč. "Preparation and reactions of thieno[3,2-b]furan derivatives." Collection of Czechoslovak Chemical Communications 51, no. 8 (1986): 1685–91. http://dx.doi.org/10.1135/cccc19861685.

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Reactions of 3-(5-aryl-2-furyl)propenoic, 3-(2-benzo[b]furyl)propenoic and 3-(5-ethoxycarbonyl-4H-furo[3,2-b]-2-pyrrolyl)propenoic acids with thionyl chloride in the presence of triethylbenzylammonium chloride were investigated. The obtained 2-arylthieno[3,2-b]-furan-5-carboxylic acid chlorides Ia - Ic and 3-chlorothieno[3,2-b]benzo[b]furan-2-carboxylic acid chloride afforded in substitution nucleophilic reactions the corresponding esters V and carboxylic acids VI which were decarboxylated to VII. 3-Chlorothieno[3,2-b]benzo[b]furan-2-carboxylic acid chloride (Id), 6-ethoxycarbonyl-3-chlorothie

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6

Arce-Ramos, Lizeth, Juan-Carlos Castillo, and Diana Becerra. "Synthesis and Biological Studies of Benzo[b]furan Derivatives: A Review from 2011 to 2022." Pharmaceuticals 16, no. 9 (2023): 1265. http://dx.doi.org/10.3390/ph16091265.

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The importance of the benzo[b]furan motif becomes evident in the remarkable results of numerous biological investigations, establishing its potential as a robust therapeutic option. This review presents an overview of the synthesis of and exhaustive biological studies conducted on benzo[b]furan derivatives from 2011 to 2022, accentuating their exceptional promise as anticancer, antibacterial, and antifungal agents. Initially, the discussion focuses on chemical synthesis, molecular docking simulations, and both in vitro and in vivo studies. Additionally, we provide an analysis of the intricate

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7

Chen, Zhi-Cai, Yuan Xie, Yuan-Yuan Yu, Hong-Bin Wu, and Jun-Hua Wan. "A comparative study of the effects of terminal aromatic moieties in spirobifluorene core-based diketopyrrolopyrrole non-fullerene acceptors." New Journal of Chemistry 42, no. 14 (2018): 11854–61. http://dx.doi.org/10.1039/c8nj01549j.

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8

Fillion, Houda, and Pascal Nebois. "Diels-Alder Reactions of Benzo[b]furan-4,5-diones and Benzo[b]furan-4,7-diones." HETEROCYCLES 50, no. 2 (1999): 1137. http://dx.doi.org/10.3987/rev-98-sr(h)7.

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9

OHTA, A., Y. AKITA, T. OHKUWA, et al. "ChemInform Abstract: Palladium-Catalyzed Arylation of Furan, Thiophene, Benzo(b)furan, and Benzo(b)thiophene." ChemInform 22, no. 14 (2010): no. http://dx.doi.org/10.1002/chin.199114101.

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10

Váchal, Petr, Pavel Pihera, and Jiří Svoboda. "Thieno[3,2-b]benzofuran - Synthesis and Reactions." Collection of Czechoslovak Chemical Communications 62, no. 9 (1997): 1468–80. http://dx.doi.org/10.1135/cccc19971468.

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Thieno[3,2-b]benzofuran was synthesized starting from benzo[b]furan-3(2H)-one or benzo[b]furan-2-carbaldehyde. Electrophilic substitution reactions such as bromination, formylation, acetylation or nitration, take place in position 2. An electron donating group in position 2 directs further electrophilic substitution into positions 3 and 6, whereas compounds with an electron acceptor in position 2 are substituted exclusively in position 6. Metallation with butyllithium took place in position 2. The 1H and 13C NMR signals of the title compound were fully assigned.

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11

Hasimujiang, Balati, Shengsheng Lin, Chengwei Zheng, Yong Zeng, and Zhixiong Ruan. "Direct Electrooxidative Selenylation/Cyclization of Alkynes: Access to Functionalized Benzo[b]furans." Molecules 27, no. 19 (2022): 6314. http://dx.doi.org/10.3390/molecules27196314.

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A mild, practical, metal and oxidant-free methodology for the synthesis of various C-3 selenylated benzo[b]furan derivatives was developed through the intramolecular cyclization of alkynes promoted with diselenides via electrooxidation. A wide range of selenium-substituted benzo[b]furan derivatives were obtained in good to excellent yields with high regioselectivity under constant current in an undivided cell equipped with carbon and platinum plates as the anode and cathode, respectively. Moreover, the convergent approach exhibited good functional group tolerance and could be easily scaled up

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12

Tucker, Sheryl A., William E. Acree, Maximilian Zander, Pierre Demerseman, and Jean-Pierre Buisson. "Spectroscopic Properties of Polycyclic Aromatic Compounds. Part III: Fluorescence Emission and Quenching Behavior of Periodic Table Group 16 Hetero-Atom Derivatives." Applied Spectroscopy 47, no. 3 (1993): 317–20. http://dx.doi.org/10.1366/0003702934066622.

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Fluorescence emission spectra are reported for benzo[b]naphtho[2,3d]furan, dinaphtho[l,2b:l′,2′d]furan, dinaphtho[2,lb:l′,2′d]furan, dibenzo[2,3:10,11]perylo[l,12bcd]furan, dibenzo[2,3:10,ll]perylo-(l,12bcd]thiophene, naphtho[l,8bc:5,4b′c′]dipyran (also called 1,6-dioxapyrene), and naphtha[l,8bc:4,5b′c′]dipyran (also called 1,8-dioxapyrene) in organic nonelectrolyte solvents of varying polarity. Results of these measurements indicate that dinaphtho[l,2b:l′,2′d]furan exhibits slight signs of probe character as evidenced by changing emission intensity ratios; however, the dynamic range was much

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13

CHIEN, CHUNSHENG, TOMOMI KAWASAKI, and MASANORI SAKAMOTO. "Oxidation of furan, pyrrole, thiophene, benzo(b)furan, and benzo(b)thiophene with oxodiperoxomolybdenum (VI), MoO5HMPA." CHEMICAL & PHARMACEUTICAL BULLETIN 33, no. 11 (1985): 5071–74. http://dx.doi.org/10.1248/cpb.33.5071.

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14

Zhang, Maolin, Guowei Deng, Airui Zhang, et al. "Synthesis and properties of a new second-order NLO chromophore containing the benzo[b]furan moiety for electro-optical materials." RSC Adv. 4, no. 63 (2014): 33312–18. http://dx.doi.org/10.1039/c4ra04466e.

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We have designed and synthesized a new chromophore having a 1,1,7,7-tetramethyljulolidine fused furan ring as the electron donor group to systematically investigate the role of the benzo[b]furan ring in NLO chromophores.

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15

Nebois, Pascal, and Houda Fillion. "ChemInform Abstract: Diels-Alder Reactions of Benzo[b]furan-4,5-diones and Benzo[b]furan-4,7-diones." ChemInform 30, no. 25 (2010): no. http://dx.doi.org/10.1002/chin.199925283.

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16

Huang, Peishen, Jia Du, Michael C. Biewer, and Mihaela C. Stefan. "Developments of furan and benzodifuran semiconductors for organic photovoltaics." Journal of Materials Chemistry A 3, no. 12 (2015): 6244–57. http://dx.doi.org/10.1039/c4ta07111e.

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17

Krainova, Gulnaz F., Yulia O. Chudinova, Alexey A. Gorbunov, Olga A. Mayorova, and Vladimir A. Glushkov. "Benzo[b]Furan in the Povarov Reaction." Mendeleev Communications 22, no. 4 (2012): 201–2. http://dx.doi.org/10.1016/j.mencom.2012.06.010.

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18

Guilarte, Verónica, M. Pilar Castroviejo, Estela Álvarez, and Roberto Sanz. "Combined directed ortho-zincation and palladium-catalyzed strategies: Synthesis of 4,n-dimethoxy-substituted benzo[b]furans." Beilstein Journal of Organic Chemistry 7 (September 12, 2011): 1255–60. http://dx.doi.org/10.3762/bjoc.7.146.

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A new route to regioselectively dialkoxy-functionalized benzo[b]furan derivatives has been developed from 3-halo-2-iodoanisoles bearing an additional methoxy group, which have been accessed through an ortho-zincation/iodination reaction. Two palladium-catalyzed processes, namely a Sonogashira coupling followed by a tandem hydroxylation/cyclization sequence, give rise to new and interesting dimethoxy-substituted benzo[b]furans.

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19

Krutošíková, Alžbeta, Miloslava Dandárová, Juraj Alföldi, and Jaroslav Kováč. "Addition and cycloaddition reactions of furo[3,2-b]pyrroles and their benzo[b] analogues: An NMR study of structure of products." Collection of Czechoslovak Chemical Communications 53, no. 8 (1988): 1770–78. http://dx.doi.org/10.1135/cccc19881770.

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Reaction of furo[3,2-b]pyrroles and their benzo[b] analogues with dimethyl butynedioate and ethyl propyonate were investigated. The reaction course is influenced by substituents on the system. Products of [4 + 2] cycloaddition to the furan or pyrrole nucleus as well as products of Michael addition to the benzo[b]furo[3,2-b]pyrrole system have been found. The structure of the products has been proven by 1H NMR and 13C NMR spectroscopy.

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20

McCallion, George D. "Benzo[b]furans: An investigation into Natural Products, Bioactivity, and Synthesis." Current Organic Chemistry 3, no. 1 (1999): 67–76. http://dx.doi.org/10.2174/1385272803666220130205823.

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Benzo[b]furans have been found to exist in Nature since the late 19th Century. Since that time their investigations have revealed many avenues of understanding their properties. Many benzo[b]furans have exuded bioactivity to certain types of environments which have in turn reveled information that may be of usage to, among others, homo sapiens. But to ascertain more data about benzo[b)furans, interesting Chemistry has also been revealed, particularly in regards to formation of the furan ring itself. This communication will attempt to discuss these three areas and their current directions there

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21

Dao-Huy, Toan, Maximilian Haider, Fabian Glatz, Michael Schnürch, and Marko D. Mihovilovic. "Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles." European Journal of Organic Chemistry 2014, no. 36 (2014): 8119–25. http://dx.doi.org/10.1002/ejoc.201403125.

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22

Svoboda, Jiří, Miloslav Nič, and Jaroslav Paleček. "Synthesis of [1]Benzothieno[3,2-b]furan - A New Fused Benzoheterocyclic System." Collection of Czechoslovak Chemical Communications 58, no. 12 (1993): 2983–86. http://dx.doi.org/10.1135/cccc19932983.

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A new heterocyclic compound has been prepared by four step synthesis. The reaction of methyl thiosalicylate I with excess methyl chloroacetate in the presence of potassium carbonate gives methyl 3-[(methoxycarbonyl)methoxy]benzo[b]thiofen-2-carboxylate (II) which on cyclization by action of potassium tert-butoxide gives methyl 3-hydroxy[1]benzothieno[3,2-b]furan-2-carboxylate (III). Its base catalyzed hydrolysis and decarboxylation forms [1]benzothieno[3,2-b]furan-3(2H)-one (IV) whose reduction with NaBH4 gives the title compound.

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23

Ramanathan, Devenderan, Kayambu Namitharan, and Kasi Pitchumani. "Copper(i)–Y zeolite catalyzed N-sulfonylketenimine mediated annulation of hydroxynaphthoquinones: syntheses of naphtho[2,1-b]furan-2,5-diones and benzo[de]chromene-2,6-diones." Chemical Communications 52, no. 54 (2016): 8436–39. http://dx.doi.org/10.1039/c6cc03571j.

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24

Arul Clement, J., Pethaiah Gunasekaran, and Arasambattu K. Mohanakrishnan. "Synthesis and characterization of benzo[c]thiophene analogs incorporating benzo[b]thiophene/1-hexylindole/benzo[b]furan." Tetrahedron 65, no. 21 (2009): 4113–23. http://dx.doi.org/10.1016/j.tet.2009.03.059.

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25

Okazaki, Takao, Madoka Nakagawa, Toshikazu Kitagawa, and Kenneth K. Laali. "Experimental NMR and DFT Studies of Persistent Carbocations Derived from Hetero-Polycyclic Aromatic Hydrocarbons Containing Oxygen Atom: Dibenzo[b,d]furan, Benzo[b]naphtho[1,2-d]furan, Benzo[b]naphtho[2,3-d]furan, Benzo[b]naphtho[2,1-d]furan, and Dinaphtho[2,1-b:1′,2′-d]furan." Bulletin of the Chemical Society of Japan 87, no. 11 (2014): 1235–44. http://dx.doi.org/10.1246/bcsj.20140182.

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26

Bren, Vladimir A., Vladimir I. Minkin, Evgenii N. Shepelenko, Alexander D. Dobonosov, and Arkadii Ya Bushkov. "Photoisomerization of Hydrazones of 2-Acetyl-3-hydroxy-benzo[b]furan and -benzo[b]thiophene." Mendeleev Communications 1, no. 2 (1991): 72–73. http://dx.doi.org/10.1070/mc1991v001n02abeh000044.

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27

Ao, Jun, Yidong Liu, Shiqi Jia, et al. "Acid-promoted furan annulation and aromatization: An access to benzo[ b ]furan derivatives." Tetrahedron 74, no. 4 (2018): 433–40. http://dx.doi.org/10.1016/j.tet.2017.11.049.

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28

Lee, Jaekyoo, Subhash P. Khanapure, Hwa-Ok Kim, et al. "Efficient Synthesis of a Benzo[b]furan Building Block." Synthetic Communications 40, no. 22 (2010): 3390–96. http://dx.doi.org/10.1080/00397910903419902.

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29

Morice, Christophe, Fabrice Garrido, André Mann, and Jean Suffert. "Palladium Assisted Substitution of 3-Benzo[b]furan Triflates." Synlett 2002, no. 03 (2002): 0501–3. http://dx.doi.org/10.1055/s-2002-20478.

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30

Krainova, Gulnaz F., Yulia O. Chudinova, Alexey A. Gorbunov, Olga A. Mayorova, and Vladimir A. Glushkov. "ChemInform Abstract: Benzo[b]furan in the Povarov Reaction." ChemInform 43, no. 49 (2012): no. http://dx.doi.org/10.1002/chin.201249166.

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31

Ramazani, Ali, Morteza Rouhani, and Sang Woo Joo. "Silica Nanoparticles from Rice Husk Ash: A Green Catalyst for the One-Pot Three-Component Synthesis of Benzo[B]Furan Derivatives." Advanced Materials Research 875-877 (February 2014): 202–7. http://dx.doi.org/10.4028/www.scientific.net/amr.875-877.202.

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Reaction of an isocyanide with an iminium ion intermediate, formed by reaction between an electronpoor 2-hydroxybenzaldehyde derivative and a secondary amine in the presence of silica nanoparticles proceeds smoothly at room temperature to afford benzo [b] furan derivatives in high yields.

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32

Sun, Jing, Yu Zhang, Rong-Guo Shi, and Chao-Guo Yan. "Selective synthesis of spirooxindoles via a two-step reaction of N-phenacylpyridinium bromide, 1,3-indanedione and N-alkylisations." Organic & Biomolecular Chemistry 17, no. 16 (2019): 3978–83. http://dx.doi.org/10.1039/c9ob00166b.

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The three-component reaction resulted in the unique spiro[indoline-3,4′-naphtho[1,2-b]furan] derivatives, which were converted to spiro[indoline-3,2′-naphthalen]-4′-yl acetates by acylation and alkoxy-substituted spiro[benzo[h]chromene-5,3′-indolines] by acid catalyzed etherification.

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33

Dao-Huy, Toan, Maximilian Haider, Fabian Glatz, Michael Schnuerch, and Marko D. Mihovilovic. "ChemInform Abstract: Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles." ChemInform 46, no. 20 (2015): no. http://dx.doi.org/10.1002/chin.201520117.

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34

Vessally, Esmail, Ali Ramazani, Hana Shabrendi, Roghaie Ghadimi, and Morteza Rouhani. "A Novel Four-Component Reaction between Secondary Amines and Hydroxybenzaldehydes with Isocyanides in Water: An Efficient One-Pot and Green Synthesis of Benzo[b]furan Derivatives." Journal of Chemistry 2013 (2013): 1–5. http://dx.doi.org/10.1155/2013/761982.

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The novel benzo[b]furan derivatives,7a–i, were synthesized and characterized by Ugi four-component reaction between 2-hydroxybenzaldehyde derivative1, a secondary amine2, and an isocyanide3in water. Those reactions were carried out at room temperature with moderate to good yields in one pot.

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35

Hao, Wanglong, Sufen Zou, Jianhua Gao, et al. "Organic single-crystalline transistors based on Benzo[b]thiophen-Benzo[b]furan analogues with contorted configuration." Organic Electronics 53 (February 2018): 57–65. http://dx.doi.org/10.1016/j.orgel.2017.10.040.

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36

Janosik, Tomasz, Birgitta Stensland, and Jan Bergman. "Sulfur-Rich Heterocycles from 2-Metalated Benzo[b]thiophene and Benzo[b]furan: Synthesis and Structure." Journal of Organic Chemistry 67, no. 17 (2002): 6220–23. http://dx.doi.org/10.1021/jo0257086.

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37

Barcia, Jose, Jacobo Cruces, Cristian Salas, et al. "A New Approach to the Synthesis of Benzo[b]naphtho[2,3-b]furan-6,11-diones and 2-Benzyl-3-hydroxynaphthalene-1,4-diones." SynOpen 01, no. 01 (2017): 0156–65. http://dx.doi.org/10.1055/s-0036-1591729.

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Here we describe modified syntheses of o-acetylbenzoic acids and o-acetylphenylacetic acids by Heck palladium-catalysed arylation of n-butyl vinyl ether with o-iodobenzoic acids or with o-iodophenylacetic acids, respectively. General syntheses of benzo[b]naphtho[2,3-b]furan-6,11-diones from o-acetylbenzoic acids and 2-benzyl-3-hydroxynaphthalene-1,4-diones from o-acetylphenylacetic acids are also reported.

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38

Ghandi, Mehdi, Parham Asgari, Abuzar Taheri, and Alireza Abbasi. "One-pot, three-component condensation of 2-hydroxybenzaldehyde derivatives, primary amines with alkyl isocyanides to N-alkyl-2-(2-hydroxyphenyl)-2-imino-acetamides." Open Chemistry 8, no. 4 (2010): 899–905. http://dx.doi.org/10.2478/s11532-010-0054-7.

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AbstractOne-pot, three-component condensation of 2-hydroxybenzaldehyde derivatives, primary amines with alkyl isocyanides is reported. N-alkyl-2-(2-hydroxyphenyl)-2-iminoacetamide derivatives are generated presumably via the preliminary formation of N, N′-disubstituted benzo[b]furan-2,3-diamines and subsequent oxidation with molecular oxygen.

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39

Williams, John D., Xiaoyuan Ding, Son Nguyen, Kimberly K. Vines, and Norton P. Peet. "Syntheses of Benzo[b]furan-6-carbonitrile and 6-Cyanobenzo[b]furan-2-boronic Acid Pinacol Ester." Synthetic Communications 43, no. 14 (2013): 1974–79. http://dx.doi.org/10.1080/00397911.2012.684086.

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40

Oleshchuk, Alena L., Zarina T. Shulgau, Tulegen M. Seilkhanov, Alexey S. Vasilchenko, Samat A. Talipov, and Ivan V. Kulakov. "Synthesis and Biological Activity of 4-(Pyridin-3-yl)-2-hydroxy-4-oxobut-2-enoic Acid Derivatives." Synlett 31, no. 02 (2019): 165–70. http://dx.doi.org/10.1055/s-0037-1610738.

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Claisen condensation reaction of diethyl oxalate with 1-[4-(furan-2-yl)-2-methyl-5-nitro-6-phenylpyridin-3-yl]ethan-1-one afforded (Z)-4-[4-(furan-2-yl)-2-methyl-5-nitro-6-phenylpyridin-3-yl]-2-hydroxy-4-oxobut-2-enoic acid. The latter reacted with various binucleophiles to form the corresponding 3,4-dihydroquinoxaline-2(1H)-one, 3,4-dihydro-2H-benzo[b][1,4]oxazin-2-one, and 1H-pyrazole derivatives. Biological screening of the obtained compounds revealed analgesic and antibacterial activity.

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41

Meier, Herbert, and Bernd Rose. "Aufbau von Nonaphen-und Dithianonaphen-Derivaten - Modellverbindungen für gewinkelte Bandstrukturen / Generation of Nonaphene and Dithianonaphene Derivatives - Model Compounds for Bent Molecular Ribbons." Zeitschrift für Naturforschung B 53, no. 9 (1998): 1069–73. http://dx.doi.org/10.1515/znb-1998-0920.

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The cycloaddition of the bisdienophile 1 and the benzo[c]furan generated in situ from the precursor 2 yielded the nonaphene derivative 4 (Scheme 1). A related reaction (Scheme 3) was used for the preparation of the dithianonaphene systems 6a, b, c, namely the [2π+8π] cycloaddition of 1 and 2H-benzothiete (5/5′). Acidic dehydration (aromatization) of 6a, b, c led to the dithianonaphenes 7a, b, c (Scheme 4).

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42

Batsanov, Andrei S., and Dmitrii F. Perepichka. "Methoxycarbonylmethyl 3-hydroxy-2-(methoxycarbonyl)benzo[b]furan-6-carboxylate." Acta Crystallographica Section E Structure Reports Online 58, no. 11 (2002): o1227—o1228. http://dx.doi.org/10.1107/s1600536802018524.

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43

Lütjens, Henning, and Peter J. Scammells. "Synthesis of natural products possessing a benzo[b]furan skeleton." Tetrahedron Letters 39, no. 36 (1998): 6581–84. http://dx.doi.org/10.1016/s0040-4039(98)01371-9.

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44

Cho, Chul-Hee, Benjamin Neuenswander, Gerald H. Lushington, and Richard C. Larock. "Parallel Synthesis of a Multi-Substituted Benzo[b]furan Library." Journal of Combinatorial Chemistry 10, no. 6 (2008): 941–47. http://dx.doi.org/10.1021/cc800120y.

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45

Pei, Li-Xia, Yue-Ming Li, Xian-Zhang Bu, Lian-Quan Gu, and Albert S. C. Chan. "One-pot synthesis of 5,6-dihydroxylated benzo[b]furan derivatives." Tetrahedron Letters 47, no. 15 (2006): 2615–18. http://dx.doi.org/10.1016/j.tetlet.2006.02.055.

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46

Jursic, Branko S. "A comparison of the benzo[b]furan and benzo[c]furan reactivity in diels-alder reactions through an AM1 computational study." Journal of Molecular Structure: THEOCHEM 427, no. 1-3 (1998): 165–69. http://dx.doi.org/10.1016/s0166-1280(97)00209-1.

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47

Rao, Kiran, Ruchi Tyagi, Navjeet Kaur, and D. Kishore. "An Expedient Protocol to the Synthesis of Benzo(b)furans by Palladium Induced Heterocyclization of Corresponding 2-Allylphenols Containing Electron Rich and Electron Capturing Substituents in the Arene Ring." Journal of Chemistry 2013 (2013): 1–5. http://dx.doi.org/10.1155/2013/548025.

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Abstract:

A facile and rapid accessibility to the libraries containing several mono, and disubstituted benzo(b)furan derivatives substituted with a variety of electron rich and electron capturing groups on 2, 4, 5, 6, and 7 positions of its nucleus has been explored using the PdCl2(CH3CN)2catalyzed heterocyclization of the corresponding 2-allylphenols to afford2(a–m)in good yield and high purity.

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48

Amalʼchieva, Olga A., Vyacheslav S. Grinev, Ilya A. Demeshko, and Alevtina Yu Yegorova. "Interaction of 3H-furan-2-ones and 4-oxobutanoic acids with 2-(aminophenyl)methanol." Izvestiya of Saratov University. Chemistry. Biology. Ecology 22, no. 3 (2022): 244–50. http://dx.doi.org/10.18500/1816-9775-2022-22-3-244-250.

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Abstract:

Reactions of 4-oxobutanoic acids as well as their cyclic analogues 3H-furan-2-ones with 1,3-binucleophilic reagent (2-aminophenyl) methanol lead to the formation of 1-R-5H-benzo[d]pyrrolo[2,1-b][1,3]oxazines and 3a-R-2,3,3a-trihydro-5H-benzo[d]pyrrolo[2,1-b][1,3]oxazin- 1-ones, respectively. Quantum-chemical calculations of the Fukui reactivity indices and local hardness have substantiated the mechanisms of the reactions carried out. According to the calculated values of the Fukui indices, in the (2-aminophenyl)methanol molecule, compared to the hydroxyl, the amino group has a higher nucleophi

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Bang, Hyun Bae, Su Young Han, Da Hye Choi, et al. "Facile Total Synthesis of Benzo[b]furan Natural Product XH-14." Synthetic Communications 39, no. 3 (2009): 506–15. http://dx.doi.org/10.1080/00397910802399924.

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Morice, Christophe, Fabrice Garrido, Andre Mann, and Jean Suffert. "ChemInform Abstract: Palladium Assisted Substitution of 3-Benzo[b]furan Triflates." ChemInform 33, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.200228139.

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