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Journal articles on the topic 'Chroman derivatives synthesis'

Author: Grafiati
Published: 4 June 2021
Last updated: 1 February 2022

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1

Matta, Akanksha, Ajendra K. Sharma, Shilpi Tomar, et al. "Synthesis and anti-inflammatory activity evaluation of novel chroman derivatives." New Journal of Chemistry 44, no. 32 (2020): 13716–27. http://dx.doi.org/10.1039/d0nj02125c.

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In an effort to develop potent anti-inflammatory agents, a series of novel chroman derivatives including acyclic amidochromans, chromanyl esters and chromanyl acrylates have been designed, synthesized and fully characterized.
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2

Jakkampudi, Satish, Ramarao Parella, and John C. G. Zhao. "Stereoselective synthesis of chromane derivatives via a domino reaction catalyzed by modularly designed organocatalysts." Organic & Biomolecular Chemistry 17, no. 1 (2019): 151–55. http://dx.doi.org/10.1039/c8ob02677g.

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3

Lv, Xue-Jiao, Wei-Wei Zhao, Ying-Han Chen, Sheng-Biao Wan, and Yan-Kai Liu. "Organocatalytic asymmetric synthesis of both cis- and trans-configured pyrano[2,3-b]chromenes via different dehydration pathways." Organic Chemistry Frontiers 6, no. 12 (2019): 1972–76. http://dx.doi.org/10.1039/c9qo00366e.

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4

Tangeti, Venkata S., Kattaru R. Babu, Dasari Vasundhara, K. V. V. V. Satyanarayana, Himabindu Mylapalli, and Kaja S. P. Kumar. "One Pot Synthesis of Novel Substituted 2',4'-Dihydrospiro[chroman-2,3'-pyrazol]-4- one Derivatives." Current Organic Synthesis 15, no. 2 (2018): 267–74. http://dx.doi.org/10.2174/1570179414666171011161836.

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Aim and Objective: In the work, we have successfully presented a synthetic route for the synthesis of novel 2',4'-dihydrospiro[chroman-2,3'-pyrazol]-4-one derivatives via one pot multicomponent approach. Materials and Method: Substituted 2',4'-dihydrospiro[chroman-2,3'-pyrazol]-4-one were prepared through cascade three-component condensation of ortho-hydroxyacetophenone, β-ketoester, hydrazine in the presence of pyrrolidine as a catalyst under ethanol reflux conditions. Results: A series of novel 2',4'-dihydrospiro[chroman-2,3'-pyrazol]-4-one have been synthesized through a facile strategy. Th
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5

Geng, Zhi-Cong, Shao-Yun Zhang, Nai-Kai Li, et al. "Organocatalytic Diversity-Oriented Asymmetric Synthesis of Tricyclic Chroman Derivatives." Journal of Organic Chemistry 79, no. 22 (2014): 10772–85. http://dx.doi.org/10.1021/jo501560m.

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6

Hashmi, A. Stephen K, Matthias Rudolph, Jan W Bats, Wolfgang Frey, Frank Rominger, and Thomas Oeser. "Gold-Catalyzed Synthesis of Chroman, Dihydrobenzofuran, Dihydroindole, and Tetrahydroquinoline Derivatives." Chemistry - A European Journal 14, no. 22 (2008): 6672–78. http://dx.doi.org/10.1002/chem.200800210.

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7

Subba Reddy, B. V., V. Hanuman Reddy, Durgaprasad Medaboina, B. Sridhar, and Y. V. Rami Reddy. "A tandem Prins spirocyclization for the stereoselective synthesis of tetrahydrospiro[chroman-2,4′-pyran] derivatives." Organic & Biomolecular Chemistry 14, no. 12 (2016): 3234–37. http://dx.doi.org/10.1039/c5ob02639c.

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A novel cascade process has been developed for the synthesis of tetrahydrospiro[chroman-2,4′-pyran] derivatives by condensation of aldehydes with 2-(5-hydroxy-3-methylenepentyl)phenols using BF<sub>3</sub>·OEt<sub>2</sub> under mild reaction conditions.
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8

Li, Jun-Hua, and Da-Ming Du. "Correction: Enantioselective synthesis of chiral heterocycles containing both chroman and pyrazolone derivatives catalysed by a chiral squaramide." Organic & Biomolecular Chemistry 13, no. 26 (2015): 7337. http://dx.doi.org/10.1039/c5ob90099a.

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Correction for ‘Enantioselective synthesis of chiral heterocycles containing both chroman and pyrazolone derivatives catalysed by a chiral squaramide’ by Jun-Hua Li, et al., Org. Biomol. Chem., 2015, 13, 5636–5645.
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9

Y. Raoof, Moneera. "Synthesis of some Thiadiazoline Derivatives from 2- Phenyl Chroman-4-one." Rafidain Journal of Science 24, no. 9 (2013): 32–41. http://dx.doi.org/10.33899/rjs.2013.78757.

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10

Geng, Zhi-Cong, Shao-Yun Zhang, Nai-Kai Li, et al. "ChemInform Abstract: Organocatalytic Diversity-Oriented Asymmetric Synthesis of Tricyclic Chroman Derivatives." ChemInform 46, no. 18 (2015): no. http://dx.doi.org/10.1002/chin.201518173.

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11

Conti, Cinzia, and Nicoletta Desideri. "Synthesis and antirhinovirus activity of new 3-benzyl chromene and chroman derivatives." Bioorganic & Medicinal Chemistry 17, no. 10 (2009): 3720–27. http://dx.doi.org/10.1016/j.bmc.2009.03.051.

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12

Kumar, Suresh, and Jagdish K. Makrandi. "A Facile Solvent Free Synthesis of 3-arylidenechroman-4-ones Using Grinding Technique." E-Journal of Chemistry 9, no. 3 (2012): 1251–56. http://dx.doi.org/10.1155/2012/324907.

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An efficient method for the synthesis of 3-arylidenechroman-4-ones has been developed under solvent free conditions using grinding technique. Grinding of variously substituted chroman-4-ones with aromatic aldehydes in presence of anhydrous barium hydroxide at room temperature give 3-arylidenechroman-4-ones in high yield (75-92%). Products are obtained by just acidification of the reaction mixture in ice cold water. Reaction in solid state, with enhanced rate, high selectivity and manipulative simplicity are the attractive features of this environmentally benign protocol. The chroman-4-one deri
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13

Gogoi, Dimpee, Runjun Devi, Pallab Pahari, Bipul Sarma, and Sajal Kumar Das. "cis-Diastereoselective synthesis of chroman-fused tetralins as B-ring-modified analogues of brazilin." Beilstein Journal of Organic Chemistry 12 (December 21, 2016): 2816–22. http://dx.doi.org/10.3762/bjoc.12.280.

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We have synthesized a series of cis-6a,7,8,12b-tetrahydro-6H-naphtho[2,1-c]chromen-6a-ols as B-ring-modified analogues of (±)-brazilin. A completely regio- and cis-diastereoselective intramolecular Friedel–Crafts epoxy–arene cyclization of 1-tetralone-derived glycidyl ethers catalyzed by Brønsted acids was used as the key step. Our worries concerning the formation of cis–trans product mixtures and their probable conversion to naphthopyran derivatives via dehydration of the tertiary hydroxy group were laid to rest. Additionally, the angular hydroxy group of one of the synthesized products has b
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14

Li, Jun-Hua, and Da-Ming Du. "Enantioselective synthesis of chiral heterocycles containing both chroman and pyrazolone derivatives catalysed by a chiral squaramide." Organic & Biomolecular Chemistry 13, no. 20 (2015): 5636–45. http://dx.doi.org/10.1039/c4ob02653e.

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An efficient chiral squaramide-catalysed enantioselective Michael addition of pyrazolin-5-ones to 3-nitro-2H-chromenes afforded chiral heterocycles containing both chroman and pyrazolone derivatives in high to excellent yields (up to 98%) with high enantioselectivities (up to 96%) under very low catalyst loading (0.2 mol%).
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15

Vekariya, Piyush B., Jalpa R. Pandya, Vaishali Goswami, and Hitendra S. Joshi. "Synthesis and Biological Activity of 1,2,4-Triazolo-[3,4-b]Thiadiazole as Antimicrobial Agents." International Letters of Chemistry, Physics and Astronomy 26 (January 2014): 45–52. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.26.45.

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Some novel 6-fluoro chroman derivatives having 1,2,4-triazolo-[3,4-b]thiadiazole were synthesized and characterized by IR, NMR and mass spectral analysis. All synthesized compounds were screened for antimicrobial activity using broth dilution method. All the compounds showed good antimicrobial activity and compound 5e showed significant antibacterial activity.
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16

Wu, Lihuan, Haifu Guo, Xinyi Wang, and Ruifen Wu. "Synthesis and Structure Characterization of Novel 3-Substituted-(thio)chroman-4-one Derivatives." Chinese Journal of Organic Chemistry 32, no. 03 (2012): 608. http://dx.doi.org/10.6023/cjoc1108011.

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17

Meng, Xiangtai, You Huang, Hongxia Zhao, Peizhong Xie, Jianze Ma, and Ruyu Chen. "PPh3-Catalyzed Domino Reaction: A Facile Method for the Synthesis of Chroman Derivatives." Organic Letters 11, no. 4 (2009): 991–94. http://dx.doi.org/10.1021/ol802917d.

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18

Wang, Qiaoling, Xuegong She, Xinfeng Ren, Junying Ma, and Xinfu Pan. "The first asymmetric total synthesis of several 3,4-dihydroxy-2,2-dimethyl-chroman derivatives." Tetrahedron: Asymmetry 15, no. 1 (2004): 29–34. http://dx.doi.org/10.1016/j.tetasy.2003.10.040.

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19

Ashok, D., E. V. L. Madhuri, M. Sarasija, et al. "Synthesis, biological evaluation and molecular docking of spirofurochromanone derivatives as anti-inflammatory and antioxidant agents." RSC Advances 7, no. 41 (2017): 25710–24. http://dx.doi.org/10.1039/c7ra01550j.

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A series of 2′-substituted-3′-methylspiro[cyclohexane-1,7′-furo[3,2-g]chroman]-5′(7′H)-one, 5a–i and 7a–u have been synthesized using an eco-friendly approach with good anti-inflammatory and antioxidant activity.
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20

Zheng, Weiping, Jiayong Zhang, Shuang Liu, Chengbin Yu, and Zhiwei Miao. "Asymmetric synthesis of spiro[chroman-3,3′-pyrazol] scaffolds with an all-carbon quaternary stereocenter via a oxa-Michael–Michael cascade strategy with bifunctional amine-thiourea organocatalysts." RSC Advances 5, no. 111 (2015): 91108–13. http://dx.doi.org/10.1039/c5ra17792h.

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The chiral spiro[chroman-3,3′-pyrazol] derivatives have been synthesized through a catalytic oxa-Michael–Michael cascade reaction of 2-hydroxynitrostyrenes with 4-alkenyl pyrazolin-3-ones in good yields with moderate to high stereoselectivities.
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21

Conti, Cinzia, Luca Proietti Monaco, and Nicoletta Desideri. "Design, synthesis and in vitro evaluation of novel chroman-4-one, chroman, and 2H-chromene derivatives as human rhinovirus capsid-binding inhibitors." Bioorganic & Medicinal Chemistry 19, no. 24 (2011): 7357–64. http://dx.doi.org/10.1016/j.bmc.2011.10.060.

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22

Rawat, Pinki, and Saurabh M. Verma. "Design and synthesis of chroman derivatives with dual anti-breast cancer and antiepileptic activities." Drug Design, Development and Therapy Volume 10 (September 2016): 2779–88. http://dx.doi.org/10.2147/dddt.s111266.

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23

Sun, Xue-Li, Ying-Han Chen, Dan-Yang Zhu, Yan Zhang, and Yan-Kai Liu. "Substrate-Controlled, One-Pot Synthesis: Access to Chiral Chroman-2-one and Polycyclic Derivatives." Organic Letters 18, no. 4 (2016): 864–67. http://dx.doi.org/10.1021/acs.orglett.6b00160.

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24

Hamamoto, Hiromi, Kayoko Hata, Hisanori Nambu, Yukiko Shiozaki, Hirofumi Tohma, and Yasuyuki Kita. "A novel and direct synthesis of chroman derivatives using a hypervalent iodine(III) reagent." Tetrahedron Letters 45, no. 11 (2004): 2293–95. http://dx.doi.org/10.1016/j.tetlet.2004.01.104.

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25

TURAN-ZITOUNI, G., P. CHEVALLET, K. EROL, and B. S. BOYDAG. "ChemInform Abstract: Synthesis of Some Chroman Derivatives and Preliminary Investigation on Their Vasodilatory Activity." ChemInform 29, no. 20 (2010): no. http://dx.doi.org/10.1002/chin.199820167.

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26

Shinde, Pundlik, Sanjay K. Srivastava, Rajendra Odedara, et al. "Synthesis of spiro[chroman-2,4′-piperidin]-4-one derivatives as acetyl-CoA carboxylase inhibitors." Bioorganic & Medicinal Chemistry Letters 19, no. 3 (2009): 949–53. http://dx.doi.org/10.1016/j.bmcl.2008.11.099.

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27

Ortiz, Cristian, Fernando Echeverri, Sara Robledo, et al. "Synthesis and Evaluation of Antileishmanial and Cytotoxic Activity of Benzothiopyrane Derivatives." Molecules 25, no. 4 (2020): 800. http://dx.doi.org/10.3390/molecules25040800.

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In continuation of our efforts to identify promising antileishmanial agents based on the chroman scaffold, we synthesized several substituted 2H-thiochroman derivatives, including thiochromenes, thichromanones and hydrazones substituted in C-2 or C-3 with carbonyl or carboxyl groups. Thirty-two compounds were thus obtained, characterized, and evaluated against intracellular amastigotes of Leishmania (V) panamensis. Twelve compounds were active, with EC50 values lower than 40 µM, but only four compounds displayed the highest antileishmanial activity, with EC50 values below 10 µM; these all comp
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28

Upegui, Yulieth, Karina Rios, Wiston Quiñones, et al. "Chroman-4-one hydrazones derivatives: synthesis, characterization, and in vitro and in vivo antileishmanial effects." Medicinal Chemistry Research 28, no. 12 (2019): 2184–99. http://dx.doi.org/10.1007/s00044-019-02446-x.

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29

Murti, Yogesh, and Pradeep Mishra. "Synthesis, Characterization, and Biological Evaluation of Novel Naringenin Derivatives as Anticancer Agents." Current Bioactive Compounds 16, no. 4 (2020): 442–48. http://dx.doi.org/10.2174/1573407215666181214114927.

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Background: In the present study, a series of substituted naringenin derivatives was synthesized by Claisen–Schmidt reaction using grinding technique. Methods: Synthesized compounds were characterized on the basis of Fourier-Transform Infrared Spectroscopy (FTIR), proton Nuclear Magnetic Resonance (1H NMR), Mass Spectroscopy (MS) and elemental analysis. These derivatives were screened for anticancer activity on breast (MCF-7) and colon (HT-29) cell lines using Sulforhodamine B (SRB) colorimetric assay. Results: Results displayed improved inhibitory concentration (IC50) values of naringenin der
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30

Feng, Li, Shujia Yu, Hai Wang, et al. "Synthesis and Biological Evaluation of Spirocyclic Chromane Derivatives as a Potential Treatment of Prostate Cancer." Molecules 26, no. 11 (2021): 3162. http://dx.doi.org/10.3390/molecules26113162.

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As a significant co-activator involved in cell cycle and cell growth, differentiation and development, p300/CBP has shown extraordinary potential target in cancer therapy. Herein we designed new compounds from the lead compound A-485 based on molecular dynamic simulations. A series of new spirocyclic chroman derivatives was prepared, characterized and proven to be a potential treatment of prostate cancer. The most potent compound B16 inhibited the proliferation of enzalutamide-resistant 22Rv1 cells with an IC50 value of 96 nM. Furthermore, compounds B16–P2 displayed favorable overall pharmacok
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31

Yan, Ming. "Organocatalytic conjugate addition of nitroalkanes to 2H-chromene-3-carbaldehydes: synthesis of highly functionalized chroman derivatives." Arkivoc 2009, no. 14 (2010): 362–75. http://dx.doi.org/10.3998/ark.5550190.0010.e30.

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32

Dawood, Kamal M. "Regio- and stereoselective synthesis of bis-spiropyrazoline-5,3′-chroman(thiochroman)-4-one derivatives via bis-nitrilimines." Tetrahedron 61, no. 22 (2005): 5229–33. http://dx.doi.org/10.1016/j.tet.2005.03.083.

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33

Chen, Ying-Han, Xue-Li Sun, Hua-Shi Guan, and Yan-Kai Liu. "Diversity-Oriented One-Pot Synthesis to Construct Functionalized Chroman-2-one Derivatives and Other Heterocyclic Compounds." Journal of Organic Chemistry 82, no. 9 (2017): 4774–83. http://dx.doi.org/10.1021/acs.joc.7b00461.

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34

Arab, Saman, Seyed-Esmail Sadat-Ebrahimi, Maryam Mohammadi-Khanaposhtani, et al. "Synthesis and Evaluation of Chroman-4-One Linked toN-Benzyl Pyridinium Derivatives as New Acetylcholinesterase Inhibitors." Archiv der Pharmazie 348, no. 9 (2015): 643–49. http://dx.doi.org/10.1002/ardp.201500149.

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35

Fridén-Saxin, Maria, Tina Seifert, Marie Rydén Landergren, et al. "Synthesis and Evaluation of Substituted Chroman-4-one and Chromone Derivatives as Sirtuin 2-Selective Inhibitors." Journal of Medicinal Chemistry 55, no. 16 (2012): 7104–13. http://dx.doi.org/10.1021/jm3005288.

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36

Wei, Qiangqiang, Liankuo Mei, Pan Chen, Xinrui Yuan, Huibin Zhang, and Jinpei Zhou. "Design, synthesis and biological evaluation of novel chroman derivatives as non-selective acetyl-CoA carboxylase inhibitors." Bioorganic Chemistry 101 (August 2020): 103943. http://dx.doi.org/10.1016/j.bioorg.2020.103943.

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37

Liu, Qiang, Guanqun Xie, Qiang Wang, et al. "Synthesis of chroman-4-one and indanone derivatives via silver catalyzed radical ring opening/coupling/cyclization cascade." Tetrahedron 75, no. 41 (2019): 130490. http://dx.doi.org/10.1016/j.tet.2019.130490.

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38

Ido, Natsuki, and Keiji Mori. "Diastereoselective Synthesis of Multisubstituted Chroman Derivatives via Iminium Formation/Morita-Baylis-Hillman Reaction/Oxa-Michael Reaction Sequence." Chemistry Letters 48, no. 4 (2019): 337–40. http://dx.doi.org/10.1246/cl.180988.

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39

Baharfar, Robabeh, and Saadieh Mohajer. "Synthesis and Characterization of Immobilized Lipase on Fe3O4 Nanoparticles as Nano biocatalyst for the Synthesis of Benzothiazepine and Spirobenzothiazine Chroman Derivatives." Catalysis Letters 146, no. 9 (2016): 1729–42. http://dx.doi.org/10.1007/s10562-016-1797-3.

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40

Liang, Chengyuan, Hailong Jiang, Zhiguang Zhou, Dong Lei, Yu Xue, and Qizheng Yao. "Ultrasound-Promoted Greener Synthesis of Novel Trifurcate 3-Substituted-chroman-2,4-dione Derivatives and Their Drug-Likeness Evaluation." Molecules 17, no. 12 (2012): 14146–58. http://dx.doi.org/10.3390/molecules171214146.

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41

Zhang, Xiaolin, Mei Lei, Yi-Nan Zhang та Li-Hong Hu. "Rh-catalyzed intramolecular aromatic C–H insertion of α-diazo β-ketoesters: synthesis of 4-carbonyl chroman derivatives". Tetrahedron 70, № 21 (2014): 3400–3406. http://dx.doi.org/10.1016/j.tet.2014.03.093.

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42

Du, Xiang-Wei, and Levi M. Stanley. "Tandem Alkyne Hydroacylation and Oxo-Michael Addition: Diastereoselective Synthesis of 2,3-Disubstituted Chroman-4-ones and Fluorinated Derivatives." Organic Letters 17, no. 13 (2015): 3276–79. http://dx.doi.org/10.1021/acs.orglett.5b01447.

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43

Bandyopadhyay, Chandrakanta, Kumar Ranabir Sur, Ranjan Patra, and Arunabha Sen. "Synthesis of Coumarin Derivatives from 4-Oxo-4H-1-benzopyran-3-carboxaldehyde via 3-(Arylaminomethylene)chroman-2,4-dione." Tetrahedron 56, no. 22 (2000): 3583–87. http://dx.doi.org/10.1016/s0040-4020(00)00269-6.

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44

Li, Jun-Hua, and Da-Ming Du. "ChemInform Abstract: Enantioselective Synthesis of Chiral Heterocycles Containing Both Chroman and Pyrazolone Derivatives Catalyzed by a Chiral Squaramide." ChemInform 46, no. 40 (2015): no. http://dx.doi.org/10.1002/chin.201540147.

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45

Xiao, Yong-Mei, Yang Liu, Wen-Peng Mai, Pu Mao, Jin-Wei Yuan, and Liang-Ru Yang. "A Novel and Facile Synthesis of Chroman-4-one Derivatives via Cascade Radical Cyclization Under Metal-free Condition." ChemistrySelect 4, no. 6 (2019): 1939–42. http://dx.doi.org/10.1002/slct.201900147.

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46

Yu, Fu-Chao, Xiao-Pan Hao, Xiu-Yang Jiang, Sheng-Jiao Yan, and Jun Lin. "Three Component Solvent-free Synthesis of Chroman-2,4-dione-based Heterocyclic Ketene Aminal (HKA) Derivatives by "GAP" Chemistry." Bulletin of the Korean Chemical Society 35, no. 6 (2014): 1625–32. http://dx.doi.org/10.5012/bkcs.2014.35.6.1625.

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47

Zhou, Yu, Kai-Da Zhou, Xiao-Ping Xu, Ya-Nan Zhu, Zhen Wu, and Shun-Jun Ji. "A highly diastereoselective synthesis of chroman derivatives bearing spirocyclic N,O-acetals skeleton via a one-pot tandem reaction." Tetrahedron 70, no. 51 (2014): 9644–51. http://dx.doi.org/10.1016/j.tet.2014.10.073.

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48

Qiu, Lin, Xin Guo, Jun Zhou, et al. "A stereoselective synthesis of fully substituted tetrahydrofurans through 1,3-dipolar cycloaddition with cinnamaldehydes: an easy access to chroman derivatives." RSC Advances 3, no. 43 (2013): 20065. http://dx.doi.org/10.1039/c3ra44123g.

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49

Doi, Fuminao, Taiga Ohara, Takahisa Ogamino, Keiko Higashinakasu, Koji Hasegawa, and Shigeru Nishiyama. "Synthesis of Chroman Derivatives by the Ring Expansion Reaction of Spirodienones, and an Assessment of their Plant Growth Inhibition." Bulletin of the Chemical Society of Japan 77, no. 12 (2004): 2257–63. http://dx.doi.org/10.1246/bcsj.77.2257.

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50

Jia, Shikun, Yubing Lei, Longlong Song, A. Gopi Krishna Reddy, Dong Xing, and Wenhao Hu. "Diastereoselective Intramolecular Aldol-Type Trapping of Zwitterionic Intermediates by Ketones for the Synthesis of Spiro[chroman-4,3′-oxindole] Derivatives." Advanced Synthesis & Catalysis 359, no. 1 (2016): 58–63. http://dx.doi.org/10.1002/adsc.201600998.

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