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Journal articles on the topic 'Migita-Kosugi-Stille'

Author: Grafiati

Published: 4 April 2023

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1

Peng, Li-fen, Bing-hao Wang, Ming Wang, Zi-long Tang, Yan-zi Jiang, Yin-chun Jiao, and Xin-hua Xu. "A One-Pot Method for the Synthesis of Phenylalkynyl-Substituted Terminal Alkynes by Deprotection/Stannylation followed by a Migita–Kosugi–Stille coupling." Journal of Chemical Research 42, no. 5 (May 1, 2018): 235–38. http://dx.doi.org/10.3184/174751918x15258743466204.

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A practical one-pot approach for the synthesis of arylalkynyl-substituted terminal alkynes has been developed through a deprotection/ stannylation of a phenylethynyl phosphine oxide followed by Migita–Kosugi–Stille coupling, avoiding the longer synthetic route involving repeated deprotection/Sonogashira coupling. Other features of this approach include mild reaction conditions, excellent yields, facile isolation of products and wide functional group tolerance.

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2

Wang, Aohan, Masanori Toyofuku, Nobuhiko Nomura, and Hiromasa Goto. "Quorum Sensing Materials as New Ligand for Palladium Catalyzed Migita-Kosugi-Stille Polycondensation." International Letters of Chemistry, Physics and Astronomy 32 (April 2014): 62–70. http://dx.doi.org/10.18052/www.scipress.com/ilcpa.32.62.

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Signal molecules for quorum sensing are employed for ligands to palladium. The complex canbe used as a catalyst. Migita-Kosugi-Stille coupling reactions are driven by using a series of N-(3-oxo-acyl)-L-homoserine lactones as ligands coordinating with Pd. Catalysis of [Pd-(signal moleculesfor quorum sensing), or Pd/QS] allows production of conjugated polymers with light-emittingfunctions.

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3

Wang, Aohan, Masanori Toyofuku, Nobuhiko Nomura, and Hiromasa Goto. "Quorum Sensing Materials as New Ligand for Palladium Catalyzed Migita-Kosugi-Stille Polycondensation." International Letters of Chemistry, Physics and Astronomy 32 (April 22, 2014): 62–70. http://dx.doi.org/10.56431/p-kk1e9q.

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Signal molecules for quorum sensing are employed for ligands to palladium. The complex canbe used as a catalyst. Migita-Kosugi-Stille coupling reactions are driven by using a series of N-(3-oxo-acyl)-L-homoserine lactones as ligands coordinating with Pd. Catalysis of [Pd-(signal moleculesfor quorum sensing), or Pd/QS] allows production of conjugated polymers with light-emittingfunctions.

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4

Nagaki, Aiichiro, and Yosuke Ashikari. "Homogeneous Catalyzed Aryl–Aryl Cross-Couplings in Flow." Synthesis 53, no. 11 (January 18, 2021): 1879–88. http://dx.doi.org/10.1055/a-1360-7798.

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AbstractAryl–aryl cross-coupling reactions are important reactions for the production of various biaryl compounds. This short review covers the various aryl–aryl cross-coupling reactions carried out in flow, focusing on the metal species of the aryl nucleophiles used in the cross-coupling reactions.1 Introduction2 Suzuki–Miyaura Coupling (B)3 Migita–Kosugi–Stille Coupling (Sn)4 Negishi Coupling (Zn)5 Kumada–Tamao–Corriu Coupling (Mg)6 Murahashi Coupling (Li)7 Conclusion

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5

Wang, Xiu, Zhenhua Wang, Li Liu, Yuya Asanuma, and Yasushi Nishihara. "Nickel-Catalyzed Decarbonylative Stannylation of Acyl Fluorides under Ligand-Free Conditions." Molecules 24, no. 9 (April 28, 2019): 1671. http://dx.doi.org/10.3390/molecules24091671.

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Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions was disclosed. A variety of aromatic acyl fluorides are capable of reacting with silylstannanes in the presence of cesium fluoride. A one-pot decarbonylative stannylation/Migita-Kosugi-Stille reaction of benzoyl fluoride, giving rise to the direct formation of the corresponding cross-coupled products, further demonstrated the synthetic utility of the present method. This newly developed methodology with a good functional-group compatibility via C–F bond cleavage and C–Sn bond formation under nickel catalysis opens a new area for the functionalization of acyl fluorides in terms of carbon-heteroatom bond formation.

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6

Ishikawa, Takumi, Mako Murata, Hiroshi Masai, Tomohiro Iwai, and Jun Terao. "Irradiation with UV Light Accelerates the Migita–Kosugi–Stille Coupling Reaction in Air." Chemistry Letters 51, no. 2 (February 5, 2022): 124–26. http://dx.doi.org/10.1246/cl.210665.

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7

Yano, Hiroki, Yui Nakajima, and Yasushi Obora. "N,N-Dimethylformamide-stabilized palladium nanoclusters as catalyst for Migita–Kosugi–Stille cross-coupling reactions." Journal of Organometallic Chemistry 745-746 (November 2013): 258–61. http://dx.doi.org/10.1016/j.jorganchem.2013.08.004.

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8

Campos, Joana F., and Sabine Berteina-Raboin. "Eucalyptol as bio-based solvent for Migita–Kosugi–Stille coupling reaction on O,S,N-heterocycle." Catalysis Today 358 (December 2020): 138–42. http://dx.doi.org/10.1016/j.cattod.2019.11.004.

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9

Ansari, Nurul N., Matthew M. Cummings, and Björn C. G. Söderberg. "Chemoselectivity in the Kosugi-Migita-Stille coupling of bromophenyl triflates and bromo-nitrophenyl triflates with (ethenyl)tributyltin." Tetrahedron 74, no. 21 (May 2018): 2547–60. http://dx.doi.org/10.1016/j.tet.2018.02.051.

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10

Yano, Hiroki, Yui Nakajima, and Yasushi Obora. "ChemInform Abstract: N,N-Dimethylformamide-Stabilized Palladium Nanoclusters as Catalyst for Migita-Kosugi-Stille Cross-Coupling Reactions." ChemInform 45, no. 14 (March 21, 2014): no. http://dx.doi.org/10.1002/chin.201414040.

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11

Terayama, Kosuke, Chuan-Wen Liu, and Tomoya Higashihara. "Catalyst-transfer system in stoichiometry-independent AA+BB-type Migita–Kosugi–Stille coupling polycondensation using ester-functionalized dibromo monomer." Polymer Journal 54, no. 2 (November 5, 2021): 143–50. http://dx.doi.org/10.1038/s41428-021-00571-2.

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12

Izgu, Enver Cagri, and Thomas R. Hoye. "o-(Trialkylstannyl)anilines and their utility in Migita–Kosugi–Stille cross-coupling: direct introduction of the 2-aminophenyl substituent." Tetrahedron Letters 53, no. 37 (September 2012): 4938–41. http://dx.doi.org/10.1016/j.tetlet.2012.06.138.

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13

Izgu, Enver Cagri, and Thomas R. Hoye. "ChemInform Abstract: o-(Trialkylstannyl)anilines and Their Utility in Migita-Kosugi-Stille Cross-Coupling: Direct Introduction of the 2-Aminophenyl Substituent." ChemInform 43, no. 51 (December 10, 2012): no. http://dx.doi.org/10.1002/chin.201251089.

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14

Campos, Joana F., and Sabine Berteina-Raboin. "Eucalyptol, an All-Purpose Product." Catalysts 12, no. 1 (January 2, 2022): 48. http://dx.doi.org/10.3390/catal12010048.

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Eucalyptus plants have attracted the attention of researchers and environmentalists worldwide because they are a rapidly growing source of wood and a source of oil used for multiple purposes. The main and the most important oil component is 1,8-cineole (eucalyptol: 60–85%). This review summarizes the literature reported to date involving the use of 1,8-cineole for the treatment of disorders. Additionally, we describe our efforts in the use of eucalyptol as a solvent for the synthesis of O,S,N-heterocycles. Solvents used in chemistry are a fundamental element of the environmental performance of processes in corporate and academic laboratories. Their influence on costs, safety and health cannot be neglected. Green solvents such as bio-based systems hold considerable additional promise to reduce the environmental impact of organic chemistry. The first section outlines the process leading to our discovery of an unprecedented solvent and its validation in the first coupling reactions. This section continues with the description of its properties and characteristics and its reuse as reported in the various studies conducted. The second section highlights the use of eucalyptol in a series of coupling reactions (i.e., Suzuki–Miyaura, Sonogashira–Hagihara, Buchwald–Hartwig, Migita–Kosugi–Stille, Hiyama and cyanation) that form O,S,N-heterocycles. We describe the optimization process applied to reach the ideal conditions. We also show that eucalyptol can be a good alternative to build heterocycles that contain oxygen, sulfur and nitrogen. These studies allowed us to demonstrate the viability and potential that bio solvents can have in synthesis laboratories.

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15

Okano, Kentaro, Yuya Okui, Yuto Yasuda, and Atsunori Mori. "Total Synthesis of Lamellarins U and A3 by Interrupting Halogen Dance." Synthesis, January 11, 2022. http://dx.doi.org/10.1055/a-1736-7337.

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AbstractA total synthesis of lamellarins U and A3 is described. The synthesis features the interruption of a halogen dance reaction of a metalated α,β-dibromopyrrole. The pyrrolylmagnesium reagent, generated by deprotonative metalation by using (TMP)MgCl·LiCl (TMP = 2,2,6,6-tetramethylpiperidide) as the base, was transmetalated to the corresponding organozinc species without causing the halogen dance reaction, which underwent a Negishi coupling to incorporate an aryl group onto the pyrrole ring. The arylated α,β-dibromopyrrole was then converted into lamellarins U and A3 through an α-selective halogen–magnesium exchange followed by carboxylation and subsequent palladium-mediated cyclization. The late-stage introduction of another aryl group was performed using a Kosugi–Migita–Stille coupling to provide lamellarins U and A3.

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16

Li, Sizhe, Justyna Jaszczyk, Xavier Pannecoucke, Thomas Poisson, Olivier R. Martin, and Cyril Nicolas. "Stereospecific Synthesis of Glycoside Mimics Through Migita‐Kosugi‐Stille Cross‐Coupling Reactions of Chemically and Configurationally Stable 1‐ C ‐Tributylstannyl Iminosugars." Advanced Synthesis & Catalysis, November 13, 2020. http://dx.doi.org/10.1002/adsc.202000886.

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