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Search for "iodoarenes" in Full Text gives 35 result(s) in Beilstein Journal of Organic Chemistry.

Carbon–carbon bond cleavage for Cu-mediated aromatic trifluoromethylations and pentafluoroethylations

  • Tsuyuka Sugiishi,
  • Hideki Amii,
  • Kohsuke Aikawa and
  • Koichi Mikami

Beilstein J. Org. Chem. 2015, 11, 2661–2670, doi:10.3762/bjoc.11.286

Graphical Abstract
  • ] (Scheme 15). Hemiaminal derivative 1 is readily prepared from commercially available CF3CH(OH)(OEt), which is a fluoral equivalent, and morpholine [52]. The substrate scope of the catalytic trifluoromethylation is shown in Scheme 16. Nitro, cyano, and ester groups in iodoarenes were tolerable under the
  • reaction conditions of copper-catalyzed nucleophilic trifluoromethylation. Electron-rich iodoarenes underwent the nucleophilic trifluoromethylation to afford the corresponding trifluoromethylated benzenes. Furthermore, the trifluoromethyl group was introduced into naphthalenes and thiophene with hemiaminal
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Published 18 Dec 2015

Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides

  • Svetlana P. Panchenko,
  • Alexei D. Averin,
  • Maksim V. Anokhin,
  • Olga A. Maloshitskaya and
  • Irina P. Beletskaya

Beilstein J. Org. Chem. 2015, 11, 2297–2305, doi:10.3762/bjoc.11.250

Graphical Abstract
  • (10/20 mol %) catalytic system (Scheme 2, Table 2). The reactions with iodoarenes containing electron-withdrawing substituents ran successfully and corresponding diarylated products 13–16 were isolated in moderate to good yields (Table 2, entries 1–4). The difference in the preparative yields was due
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Published 24 Nov 2015

Cross-dehydrogenative coupling for the intermolecular C–O bond formation

  • Igor B. Krylov,
  • Vera A. Vil’ and
  • Alexander O. Terent’ev

Beilstein J. Org. Chem. 2015, 11, 92–146, doi:10.3762/bjoc.11.13

Graphical Abstract
  • iodoarenes in the presence of peroxides. Chiral iodoarenes, such as 197, served as the catalysts in the asymmetric C–O coupling of sulfonic acids with ketones. The enantiomeric excess of the product was not higher than 58% due, in particular, to instability of the configuration of the products, α-sulfonyloxy
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Published 20 Jan 2015

Recent advances in transition metal-catalyzed Csp2-monofluoro-, difluoro-, perfluoromethylation and trifluoromethylthiolation

  • Grégory Landelle,
  • Armen Panossian,
  • Sergiy Pazenok,
  • Jean-Pierre Vors and
  • Frédéric R. Leroux

Beilstein J. Org. Chem. 2013, 9, 2476–2536, doi:10.3762/bjoc.9.287

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  • readily available nucleophilic trifluoromethyl source after decarboxylation at high temperature in the presence of stoichiometric amounts of copper salts [78][79]. In 2011, Y. M. Li et al. showed that the Cu-catalyzed C–CF3 bond formation of iodoarenes could be achieved by using a sodium salt of
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Published 15 Nov 2013

Hybrid super electron donors – preparation and reactivity

  • Jean Garnier,
  • Douglas W. Thomson,
  • Shengze Zhou,
  • Phillip I. Jolly,
  • Leonard E. A. Berlouis and
  • John A. Murphy

Beilstein J. Org. Chem. 2012, 8, 994–1002, doi:10.3762/bjoc.8.112

Graphical Abstract
  • , featuring pyridinylidene–imidazolylidene, pyridinylidene–benzimidazolylidene and imidazolylidene–benzimidazolylidene linkages are reported. The pyridinylidene–benzimidazolylidene and imidazolylidene–benzimidazolylidene hybrid systems were designed to be the first super electron donors to convert iodoarenes
  • to aryl radicals at room temperature, and indeed both show evidence for significant aryl radical formation at room temperature. The stronger pyridinylidene–imidazolylidene donor converts iodoarenes to aryl anions efficiently under appropriate conditions (3 equiv of donor). The presence of excess
  • donor as 4, while the transfer of the second electron occurs at a more negative potential than for the first electron from 1. In situ generation of 9 from 20 (1.5 equiv, Scheme 3) and reaction with iodoarenes 28 and 30 was again carried out at room temperature. As for the reactions with donor 11, the
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Published 03 Jul 2012

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

Graphical Abstract
  • cross-coupling reaction with iodoarenes. However, it is not only metalated sugar derivatives that have prevailed in the synthesis of C-glycosides, but also some electrophilic coupling reagents, such as glycalyl phosphates, and bromo- and iodoglycals. Glycal phosphates of type 5 were employed as
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Published 02 May 2012

Bromine–lithium exchange: An efficient tool in the modular construction of biaryl ligands

  • Laurence Bonnafoux,
  • Frédéric R. Leroux and
  • Françoise Colobert

Beilstein J. Org. Chem. 2011, 7, 1278–1287, doi:10.3762/bjoc.7.148

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  • the relative basicities of aryllithiums bearing methoxy, chlorine, fluorine, trifluoromethyl and trifluoromethoxy substituents at the ortho, meta, and para positions. Equilibration studies of two aryllithiums of comparable basicity with the corresponding bromo- or iodoarenes allowed them to determine
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Published 14 Sep 2011

A practical microreactor for electrochemistry in flow

  • Kevin Watts,
  • William Gattrell and
  • Thomas Wirth

Beilstein J. Org. Chem. 2011, 7, 1108–1114, doi:10.3762/bjoc.7.127

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  • iodoarenes 8 and arenes 9 are summarized. Various yields were obtained in these experiments and not all reaction conditions were optimized. In some reactions the conversion was not complete and longer reaction times would have been necessary to achieve higher yields. Depending on the nature of the iodoarene
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Published 15 Aug 2011

Donor-acceptor substituted phenylethynyltriphenylenes – excited state intramolecular charge transfer, solvatochromic absorption and fluorescence emission

  • Ritesh Nandy and
  • Sethuraman Sankararaman

Beilstein J. Org. Chem. 2010, 6, 992–1001, doi:10.3762/bjoc.6.112

Graphical Abstract
  • iodoarenes (Scheme 3). Compounds 1a–f were obtained as colorless solids in good yields. Derivative 1g was obtained as an orange solid in 58% yield. All compounds were purified by column chromatography and thoroughly characterized by various spectroscopic methods and analytical data. Absorption and
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Published 18 Oct 2010

m-Iodosylbenzoic acid – a convenient recyclable reagent for highly efficient aromatic iodinations

  • Andreas Kirschning,
  • Mekhman S. Yusubov,
  • Roza Y. Yusubova,
  • Ki-Whan Chi and
  • Joo Y. Park

Beilstein J. Org. Chem. 2007, 3, No. 19, doi:10.1186/1860-5397-3-19

Graphical Abstract
  • . Background In recent years, iodoarenes have gained increasing importance because they are widely used as building blocks in organic synthesis. They are particularly important as indispensable substrates for numerous methods of N-N bond formation, [1][2] for the chemistry of heterocyclic [3] and
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Published 04 Jun 2007
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