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Search for "Sonogashira–Hagihara coupling" in Full Text gives 6 result(s) in Beilstein Journal of Organic Chemistry.

Extension of the π-system of monoaryl-substituted norbornadienes with acetylene bridges: influence on the photochemical conversion and storage of light energy

  • Robin Schulte,
  • Dustin Schade,
  • Thomas Paululat,
  • Till J. B. Zähringer,
  • Christoph Kerzig and
  • Heiko Ihmels

Beilstein J. Org. Chem. 2024, 20, 3061–3068, doi:10.3762/bjoc.20.254

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  • molecular system. Herein, we present the synthesis of mono-, bis-, and tris-norbornadiene derivatives with alkynylbenzene and alkynylnaphthalene core units, along with studies of their photochemical properties. The target compounds were synthesized by SonogashiraHagihara coupling reactions of 2
  • ; SonogashiraHagihara coupling; Introduction The application of sustainable energy storage and supply has become a very important issue both from an economic and ecological point of view. In particular, the global energy demand is continuously expanding because of the increasing population, the development of
  • . Results and Discussion The norbornadiene derivatives 1h–l,n were synthesized by SonogashiraHagihara coupling reaction of 2-bromonorbornadiene (1g) [36] with the corresponding arylacetylenes 3a–g (Scheme 2). As an exception, 1,4-bis-norbornadienylnaphthalene (1m) could not be obtained by this route
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Published 21 Nov 2024

Recent developments and trends in the iron- and cobalt-catalyzed Sonogashira reactions

  • Surendran Amrutha,
  • Sankaran Radhika and
  • Gopinathan Anilkumar

Beilstein J. Org. Chem. 2022, 18, 262–285, doi:10.3762/bjoc.18.31

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  • reaction between an aryl/vinyl halide (Cl, Br, I, OTf) and a terminal alkyne in the presence of a Cu(I) co-catalyst under basic conditions to form a Csp2–Csp bond generating an arylalkyne is known as the Sonogashira (SonogashiraHagihara) coupling [1] and has become an important C–C bond-forming reaction
  • )-catalyzed SonogashiraHagihara coupling reaction. Sonogashira coupling using the Fe(II)(bdmd) catalyst in DMF/1,4-dioxane. Synthesis of 7-azaindoles using Fe(acac)3 as catalyst. Plausible mechanistic pathway for the synthesis of 7-azaindoles. Synthesis of Co@imine-POP catalyst. Sonogashira coupling of
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Published 03 Mar 2022

Hypervalent organoiodine compounds: from reagents to valuable building blocks in synthesis

  • Gwendal Grelier,
  • Benjamin Darses and
  • Philippe Dauban

Beilstein J. Org. Chem. 2018, 14, 1508–1528, doi:10.3762/bjoc.14.128

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  • addition. The latter would release the iodoarene that could be coupled to a suitable functionality previously introduced on the starting material. The strategy has been first validated from TMS-protected alkyne derivatives via a tandem of C(sp3)–H amination/sila-SonogashiraHagihara coupling (Scheme 43
  • (trifluoroacetoxy)iodo]arene. Catalytic nitrene additions mediated by [bis(acyloxy)iodo]arenes. Tandem of C(sp3)–H amination/sila-SonogashiraHagihara coupling. Tandem reaction using a λ3-iodane as an oxidant, a substrate and a coupling partner. Synthesis of 1,2-diarylated acrylamidines with ArI(OAc)2
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Published 21 Jun 2018

Novel approach to hydroxy-group-containing porous organic polymers from bisphenol A

  • Tao Wang,
  • Yan-Chao Zhao,
  • Li-Min Zhang,
  • Yi Cui,
  • Chang-Shan Zhang and
  • Bao-Hang Han

Beilstein J. Org. Chem. 2017, 13, 2131–2137, doi:10.3762/bjoc.13.211

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  • organic polymers (POPs) have been reported via SonogashiraHagihara coupling reaction [16], Suzuki–Miyaura chemistry [17], Yamato reaction [18], and self condensation of aromatic nitriles[19]. Although these methods can be used to construct POPs with high specific surface area values, these reactions are
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Published 12 Oct 2017

Sonogashira–Hagihara reactions of halogenated glycals

  • Dennis C. Koester and
  • Daniel B. Werz

Beilstein J. Org. Chem. 2012, 8, 675–682, doi:10.3762/bjoc.8.75

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  • investigations with respect to the SonogashiraHagihara coupling complement the rich organometallic chemistry that has already been performed with borylated, stannylated and phosphorylated glycals. Different strategies to access C-glycosides starting from 1-substituted glycals. Sonogashira–Hagihara reaction of 1
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Published 02 May 2012

Synthesis of 2,3,6,7-tetrabromoanthracene

  • Christian Schäfer,
  • Friederike Herrmann and
  • Jochen Mattay

Beilstein J. Org. Chem. 2008, 4, No. 41, doi:10.3762/bjoc.4.41

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  • iodinated four times to give 1 in 71% yield by the method of Mattern [16]. The next step is a fourfold Sonogashira-Hagihara coupling reaction with trimethylsilylacetylene. We slightly modified the procedure reported by Vollhardt et al. [17] and used tetrakis(triphenylphosphine)palladium(0) as catalyst
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Published 10 Nov 2008
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