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Relevant bibliographies by topics / Coupling Benzynes

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Journal articles
Dissertations / Theses
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Academic literature on the topic 'Coupling Benzynes'

Author: Grafiati

Published: 6 September 2023

Last updated: 31 July 2025

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Journal articles on the topic "Coupling Benzynes"

1

Ikawa, Takashi, Hideki Kaneko, Shigeaki Masuda, Erika Ishitsubo, Hiroaki Tokiwa, and Shuji Akai. "Trifluoromethanesulfonyloxy-group-directed regioselective (3 + 2) cycloadditions of benzynes for the synthesis of functionalized benzo-fused heterocycles." Organic & Biomolecular Chemistry 13, no. 2 (2015): 520–26. http://dx.doi.org/10.1039/c4ob01627k.

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2

Bao, Zhicheng, Chaoqiang Wu, and Jianbo Wang. "Palladium-Catalyzed Three-Component Coupling of Benzynes, Benzylic/Allylic Bromides and 1,1-Bis[(pinacolato)boryl]methane." Catalysts 13, no. 1 (2023): 126. http://dx.doi.org/10.3390/catal13010126.

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We report herein a palladium-catalyzed three-component cross-coupling reaction of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate, benzylic/allylic bromides and 1,1-bis[(pinacolato)boryl]methane. The reaction, which affords benzyl boronates as the products, represents the first example of using 1,1-bis[(pinacolato)boryl]methane in a cross-coupling reaction involving benzyne species.

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3

Lu, Tianhao, Yong Shen, Min Wang, Zibing Zhang, Shijun Li, and Chunsong Xie. "Aerobic Cu-catalyzed oxidative 1 : 2 coupling of benzynes with terminal alkynes." Chemical Communications 56, no. 59 (2020): 8214–17. http://dx.doi.org/10.1039/d0cc03150j.

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4

Lee, Yi-Hsien, Yen-Chung Chen, and Jen-Chieh Hsieh. "Pyridine-Catalyzed Double C-N Coupling Reaction of an Isocyanate with Two Benzynes." European Journal of Organic Chemistry 2012, no. 2 (2011): 247–50. http://dx.doi.org/10.1002/ejoc.201101251.

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5

Lee, Yi-Hsien, Yen-Chung Chen, and Jen-Chieh Hsieh. "ChemInform Abstract: Pyridine-Catalyzed Double C-N Coupling Reaction of an Isocyanate with Two Benzynes." ChemInform 43, no. 22 (2012): no. http://dx.doi.org/10.1002/chin.201222064.

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6

Yang, Yun-Yun, Wang-Ge Shou, and Yan-Guang Wang. "Tandem coupling reactions of benzynes and 1,3-diones: a novel synthesis of 2,2-diphenyl-1,3-diones." Tetrahedron Letters 48, no. 46 (2007): 8163–65. http://dx.doi.org/10.1016/j.tetlet.2007.09.092.

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7

Jeganmohan, Masilamani, Sivakolundu Bhuvaneswari, and Chien-Hong Cheng. "A Cooperative Copper- and Palladium-Catalyzed Three-Component Coupling of Benzynes, Allylic Epoxides, and Terminal Alkynes." Angewandte Chemie International Edition 48, no. 2 (2009): 391–94. http://dx.doi.org/10.1002/anie.200804873.

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8

Jeganmohan, Masilamani, Sivakolundu Bhuvaneswari, and Chien-Hong Cheng. "A Cooperative Copper- and Palladium-Catalyzed Three-Component Coupling of Benzynes, Allylic Epoxides, and Terminal Alkynes." Angewandte Chemie 121, no. 2 (2009): 397–400. http://dx.doi.org/10.1002/ange.200804873.

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9

Jayanth, Thiruvellore Thatai, Masilamani Jeganmohan, and Chien-Hong Cheng. "Highly Efficient Route too-Allylbiaryls via Palladium-Catalyzed Three-Component Coupling of Benzynes, Allylic Halides, and Aryl Organometallic Reagents." Organic Letters 7, no. 14 (2005): 2921–24. http://dx.doi.org/10.1021/ol050859r.

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10

Das, Eshani, and Amit Basak. "Regioselective Synthesis of Benzo-Fused Tetrahydroisoquinoline-Based Biaryls through a Tandem One-Pot Halogenation of p-Benzynes from Enediynes and Suzuki-Miyaura Coupling." Journal of Organic Chemistry 85, no. 4 (2019): 2697–703. http://dx.doi.org/10.1021/acs.joc.9b02874.

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Dissertations / Theses on the topic "Coupling Benzynes"

1

Manikandan, T. "Extending aryne chemistry: coupling benzynes with tropones, alocohols, azirines, allylthioethers and more." Thesis(Ph.D.), CSIR-National Chemical Laboratory, Pune, 2017. http://dspace.ncl.res.in:8080/xmlui/handle/20.500.12252/3933.

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2

Henderson, Jaclyn. "Benzyne in synthesis : a search for palladium catalysed three-component couplings." Thesis, University of Edinburgh, 2008. http://hdl.handle.net/1842/4868.

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It is over 100 years since scientists first postulated the existence of arynes as reactive intermediates. Their use in organic synthesis is now well-established and investigations into novel methods for their generation and utility in carbon-carbon bond forming reactions continue to this day. In 1983 Kobayashi and co-workers introduced a novel method of generating benzyne under mild conditions, using a fluoride induced decomposition of 2-(trimethylsilyl)phenyl triflate 1. This development has opened the door to employing arynes in a variety of transitionmetal mediated carbon-carbon bond formin

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3

Pintori, Didier Gil. "Novel benzyne insertion reactions & medium-ring synthesis by oxidative C-H coupling." Thesis, University of Edinburgh, 2011. http://hdl.handle.net/1842/5669.

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This thesis is divided into two main chapters, which are focused on two separated and uncorrelated research areas. The first part of this thesis is dedicated to the research I carried out in benzyne chemistry and the second part is focused on catalytic C-H bond activation. In the first place, a novel insertion reaction of arynes into the nitrogen-carbonyl σ-bond of amides has been investigated as a rapid and powerful approach for the preparation of valuable ortho-disubstituted arenes. Readily available aromatic amides undergo smooth insertion when treated with O-triflatophenyl silane aryne pre

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4

Jen-Chieh, Hsieh. "Application of Nickel Complexes on the Coupling Reactions and Annulations involving Benzyne, Isocyanate and 1,2-Diiodobenzene Derivatives." 2006. http://www.cetd.com.tw/ec/thesisdetail.aspx?etdun=U0016-1303200709301533.

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Hsieh, Jen-Chieh, and 謝仁傑. "Application of Nickel Complexes on the Coupling Reactions and Annulations involving Benzyne, Isocyanate and 1,2-Diiodobenzene Derivatives." Thesis, 2006. http://ndltd.ncl.edu.tw/handle/20375115204749616358.

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博士<br>國立清華大學<br>化學系<br>94<br>The thesis describes dipolar and nickel-catalyzed organic synthesis leading to coupling and cyclization of heterocyclic compounds. It is subdivided into four topics in four chapters. The first chapter describes nickel-catalyzed cyclization of aryne precursors with allene and diyne derivatives resulting in the formation of 9,10-dihydrophenanthrene and naphthalene derivatives in moderate to excellent yields. The second chapter extends the aryne precursors to precede 1,3-dipolar cycloaddition and coupling reaction with azide and isocyanate derivatives to form benzotri

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Book chapters on the topic "Coupling Benzynes"

1

Taber, Douglass. "Synthesis of Substituted Benzenes: The Carter Synthesis of Siamenol." In Organic Synthesis. Oxford University Press, 2011. http://dx.doi.org/10.1093/oso/9780199764549.003.0062.

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Tosylates are among the least expensive, but also among the least reactive toward Pd(0) oxidative addition, of aryl sulfonates. Jie Wu of Fudan University has now devised conditions (J. Org. Chem. 2007, 72, 9346) for the Pd-catalyzed coupling of aryl tosylates such as 1 with arene trifluoroborates. Kei Manabe of RIKEN has found (Organic Lett. 2007, 9, 5593) that an ortho OH activates an adjacent Cl for Pd-mediated coupling, allowing the conversion of 4 to 6 . Philippe Uriac and Pierre van de Weghe of the Université de Rennes I have developed (Organic Lett. 2007, 9, 3623) conditions for the cat

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2

"Synthetic Methods for Diaryl Ether Preparation Using Arylating Reagents." In Methodologies in Ether Synthesis. Royal Society of Chemistry, 2024. http://dx.doi.org/10.1039/9781837675166-00078.

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Diaryl ethers are one of the most essential intermediates for organic synthesis in the fields of medicine, agrochemistry, and polymer sciences. There are many naturally occurring biologically active compounds bearing a diaryl ether group including the antibiotic vancomycin, perrottetines, and chloropeptins (anti-HIV agents). This chapter presents efficient and practical synthetic methods for the synthesis of diaryl ethers including Ullmann-type reactions of aryl halides which are achieved using copper catalysts, Buchwald–Hartwig cross-couplings of aryl halides in the presence of palladium cata

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3

Taber, Douglass F. "Substituted Benzenes: The Kirsch Synthesis of Cybrodol." In Organic Synthesis. Oxford University Press, 2013. http://dx.doi.org/10.1093/oso/9780199965724.003.0063.

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Stephen L. Buchwald of MIT established (J. Am. Chem. Soc. 2010, 132, 14076) a Pd-catalyzed protocol for conversion of an aryl triflate 1 to the halide 2. Jie Wu of Fudan University prepared (Tetrahedron Lett. 2010, 51, 6646) aromatic halides from the corresponding carboxylic acids. Yong-Chua Teo of Nanyang Technological University described (Tetrahedron Lett . 2010, 51, 3910) the Mn-mediated conversion of 3 to 5, suggesting a benzyne intermediate. Takanori Shibata of Waseda University effected (Synlett 2010, 2601) the direct Ru-mediated coupling of aryl halides with amines, and Paul Helquist o

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4

Taber, Douglass F. "C–H Functionalization: The Snyder Synthesis of (+)-Scholarisine A." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0020.

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Thomas R. Hoye of the University of Minnesota devised (Nature 2013, 501, 531) the reagent 2, that cyclized to a benzyne that in turn dehydrogenated the alkane 1 to the alkene 3, and 4. Abigail G. Doyle of Princeton University developed (J. Am. Chem. Soc. 2013, 135, 12990) a reagent combination for the allylic fluorination of a terminal alkene 5 to the branched product 6. Yan Zhang and Jianbo Wang of Peking University oxidized (Angew. Chem. Int. Ed. 2013, 52, 10573) the methyl group of 7 to give the nitrile 8. Hanmin Huang of the Lanzhou Institute of Chemical Physics found (Org. Lett. 2013, 15,

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5

Taber, Douglass F. "Developments in Flow Chemistry." In Organic Synthesis. Oxford University Press, 2017. http://dx.doi.org/10.1093/oso/9780190646165.003.0017.

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Klavs S. Jensen of MIT showed (Angew. Chem. Int. Ed. 2014, 53, 470) that “batch” kinetics could be developed in flow by online IR analysis and continuous control. Professor Jensen also demonstrated (Org. Process Res. Dev. 2014, 18, 402) the continuous flow production of an active pharmaceutical product, the direct renin inhibitor aliskiren, over two steps and two crystallizations, starting from two advanced intermediates. Michael Werner and Rainer E. Martin of Hoffmann-La Roche AG Basel combined (Angew. Chem. Int. Ed. 2014, 53, 1704) flow synthesis with a flow-based bioassay to develop stru

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