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Search for "CuCl2" in Full Text gives 85 result(s) in Beilstein Journal of Organic Chemistry.

Palladium-catalyzed dual C–H or N–H functionalization of unfunctionalized indole derivatives with alkenes and arenes

  • Gianluigi Broggini,
  • Egle M. Beccalli,
  • Andrea Fasana and
  • Silvia Gazzola

Beilstein J. Org. Chem. 2012, 8, 1730–1746, doi:10.3762/bjoc.8.198

Graphical Abstract
  • switching reaction solvent and temperature (Scheme 27) [83]. The unforeseen formation of alkenylation/esterification products plausibly arises from a direct intervention of dimethylformamide or dimethylacetamide used as the solvent. The presence of CuCl2 slows the β-hydride-elimination process from the σ
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Published 11 Oct 2012

Regioselective chlorination and bromination of unprotected anilines under mild conditions using copper halides in ionic liquids

  • Han Wang,
  • Kun Wen,
  • Nurbiya Nurahmat,
  • Yan Shao,
  • He Zhang,
  • Chao Wei,
  • Ya Li,
  • Yongjia Shen and
  • Zhihua Sun

Beilstein J. Org. Chem. 2012, 8, 744–748, doi:10.3762/bjoc.8.84

Graphical Abstract
  • mediated by Cu(II) oxidation of aniline, followed by addition of the chloride. Despite the good yield and regioselectivity in the original report on the chlorination of unprotected aniline with CuCl2, its application to other unprotected aniline derivatives over the years has not been widely reported
  • . Instead, many procedures still opted for the chlorination of protected aniline derivatives or the introduction of nitrogen (for example, through nitration) to chlorobenzenes. Part of the reason could be that the procedure with CuCl2 is carried out in concentrated aqueous HCl and requires the flow of both
  • liquids enable the title transformation to be achieved under mild conditions without the need for oxygen or gaseous HCl (Scheme 1). Results and Discussion We first used 2-methylaniline (2a) to explore and compare chlorination conditions using CuCl2 either in water or in an ionic liquid, with or without
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Published 16 May 2012

Organic synthesis using (diacetoxyiodo)benzene (DIB): Unexpected and novel oxidation of 3-oxo-butanamides to 2,2-dihalo-N-phenylacetamides

  • Wei-Bing Liu,
  • Cui Chen,
  • Qing Zhang and
  • Zhi-Bo Zhu

Beilstein J. Org. Chem. 2012, 8, 344–348, doi:10.3762/bjoc.8.38

Graphical Abstract
  • obtained, but 2,2-dichloro-N-phenylacetamide was provided as the major product, upon addition of Lewis acids such as FeCl3, ZnCl2 and CuCl2 in the reaction system. Based on this result, we developed a simple and efficient approach to the synthesis of 2,2-dihalo-N-phenylacetamides, on which we report herein
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Published 07 Mar 2012

Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl3 promoted homocoupling

  • Aiichiro Nagaki,
  • Yuki Uesugi,
  • Yutaka Tomida and
  • Jun-ichi Yoshida

Beilstein J. Org. Chem. 2011, 7, 1064–1069, doi:10.3762/bjoc.7.122

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  • most useful methods for the construction of biaryl frameworks [1]. Stoichiometric amounts of transition metal salts such as TiCl4 [2], TlCl [3], VO(OEt)Cl2 [4], CoCl2 [5], CuCl2 [6] and Pd(OAc)2 [7] have been used for homocoupling of arylmetals. In some cases catalytic processes in the presence of a
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Published 02 Aug 2011

A new and facile synthetic approach to substituted 2-thioxoquinazolin-4-ones by the annulation of a pyrimidine derivative

  • Nimalini D. Moirangthem and
  • Warjeet S. Laitonjam

Beilstein J. Org. Chem. 2010, 6, 1056–1060, doi:10.3762/bjoc.6.120

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  • the most effective (Table 2, entries 1 and 7–13); CuCl2 and HgCl2 also promoted the reactions, but the yields were poor, 22% and 12%, respectively (Table 2, entries 2 and 3). Other catalysts, including FeCl3, AlCl3 etc. failed to afford any 2a (Table 2, entries 4–6). We further found that the best
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Published 09 Nov 2010

Shelf-stable electrophilic trifluoromethylating reagents: A brief historical perspective

  • Norio Shibata,
  • Andrej Matsnev and
  • Dominique Cahard

Beilstein J. Org. Chem. 2010, 6, No. 65, doi:10.3762/bjoc.6.65

Graphical Abstract
  • showed a clear advantage in the reaction with α-nitro esters; the reaction proceeded smoothly in CH2Cl2 in the presence of a catalytic amount of CuCl2 (Scheme 28) [33]. Interestingly, 2-(2-iodophenyl)propan-2-ol formed as by-product in the reactions of 37 with the substrates could be isolated and
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Published 16 Jun 2010

Zeolite catalyzed solvent- free one-pot synthesis of dihydropyrimidin- 2(1H)-ones – A practical synthesis of monastrol

  • Mukund G. Kulkarni,
  • Sanjay W. Chavhan,
  • Mahadev P. Shinde,
  • Dnyaneshwar D. Gaikwad,
  • Ajit S. Borhade,
  • Attrimuni P. Dhondge,
  • Yunnus B. Shaikh,
  • Vijay B. Ningdale,
  • Mayur P. Desai and
  • Deekshaputra R. Birhade

Beilstein J. Org. Chem. 2009, 5, No. 4, doi:10.3762/bjoc.5.4

Graphical Abstract
  • extensively reported in the literature. This involved the use of Lewis acids like Yb(OTf)3 [23], CuCl2 [24], Mn(OAc)3 [25], Bi(OTf)3 [26], CeCl3·7H2O [27], Cu(OTf)2 [28], FeCl3 [29], BF3·Et2O/Cu(OAc)2 [30], ZrCl4 [31], polymer supported ytterbium reagents [32], TaBr5 [33], ZrCl4 or ZrOCl2 [34]. Baker’s yeast
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Published 04 Feb 2009

The first direct synthesis of β-unsubstituted meso- decamethylcalix[5]pyrrole

  • Luis Chacón-García,
  • Lizbeth Chávez,
  • Denisse R. Cacho and
  • Josue Altamirano-Hernández

Beilstein J. Org. Chem. 2009, 5, No. 2, doi:10.3762/bjoc.5.2

Graphical Abstract
  • be unstable, which probably decreased the yield. To determine whether the reaction proceeds with other Lewis acids, we explored the use of MgCl2, CuCl2, ZnCl2, AlCl3, BiCl3, BiI3, BiPO4, Bi(OTf)3 and Bi(NO3)3 under the conditions described above. Except for MgCl2, which gave none of the byproducts
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Preliminary Communication
Published 28 Jan 2009

Shape- persistent macrocycle with intraannular alkyl groups: some structural limits of discotic liquid crystals with an inverted structure

  • Sigurd Höger,
  • Jill Weber,
  • Andreas Leppert and
  • Volker Enkelmann

Beilstein J. Org. Chem. 2008, 4, No. 1, doi:10.1186/1860-5397-4-1

Graphical Abstract
  • of a solution of 7 in pyridine to a suspension of CuCl and CuCl2 in the same solvent. Column chromatographic purification and repeated recrystallization from ethyl acetate gave the pure macrocycles not contaminated with higher oligomers, as determined by analytical gel permeation chromatography (GPC
  • macrocycles with intraannular alkyl chains. i) TMS-acetylene, PdCl2(PPh3)2, CuI, NEt3/THF (97%); ii) K2CO3, MeOH/THF (87%); iii) PdCl2(PPh3)2, CuI, piperidine/THF (37-38%); iv) TMS-acetylene, PdCl2(PPh3)2, CuI, piperidine/THF (76-82%); v) K2CO3, MeOH/THF (89-97%); vi) CuCl, CuCl2, pyridine (12-16%). Synthesis
  • , CuCl2, pyridine (28%). Synthesis of macrocycles with adaptable hexyloxy groups. i) PdCl2(PPh3)2, CuI, piperidine/THF (76-78%); ii) Bu4NF, THF (60-99%); iii) PdCl2(PPh3)2, CuI, piperidine/THF (46-48%); iv) TMS (TIPS)-acetylene, PdCl2(PPh3)2, CuI, piperidine/THF (64-98%); v) K2CO3, MeOH/THF or Bu4NF, THF
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Published 09 Jan 2008

Solvent- controlled regioselective protection of allyl- 4,6-benzylidene glucopyranosides

  • Kerry Ann Ness and
  • Marie E. Migaud

Beilstein J. Org. Chem. 2007, 3, No. 26, doi:10.1186/1860-5397-3-26

Graphical Abstract
  • was to be used as reaction solvent (Scheme 1). Osborn had reported the regioselective mono-acylation/alkylation of the C-3 hydroxyl of 4,6-O-benzylidene-β-D-glycopyranosides using NaH/CuCl2 in THF [6]. Distinctively, we observed the regioselective benzylation at the C-2 position of the 1-O-allyl-α
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Published 26 Sep 2007
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