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Search for "dehalogenation" in Full Text gives 59 result(s) in Beilstein Journal of Organic Chemistry.

The chemistry of amine radical cations produced by visible light photoredox catalysis

  • Jie Hu,
  • Jiang Wang,
  • Theresa H. Nguyen and
  • Nan Zheng

Beilstein J. Org. Chem. 2013, 9, 1977–2001, doi:10.3762/bjoc.9.234

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  • light-mediated reductions such as reductive dehalogenation [47][48][49][50][51], reductive radical cyclization [52][53][54], reduction of activated ketones [49], and reduction of aromatic azides [55]. The third mode involves deprotonation of amine radical cation 2 to form α-amino radical 3, which is
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Published 01 Oct 2013

The chemistry of bisallenes

  • Henning Hopf and
  • Georgios Markopoulos

Beilstein J. Org. Chem. 2012, 8, 1936–1998, doi:10.3762/bjoc.8.225

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  • fulvenes are produced as side products [25]. The formation of fulvene derivatives and other compounds containing five-membered rings has often been noted in this type of approach [26]. These cyclic products are formed by mechanisms involving carbene (generated during the dehalogenation step of the
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Published 15 Nov 2012

trans-2-(2,5-Dimethoxy-4-iodophenyl)cyclopropylamine and trans-2-(2,5-dimethoxy-4-bromophenyl)cyclopropylamine as potent agonists for the 5-HT2 receptor family

  • Adam Pigott,
  • Stewart Frescas,
  • John D. McCorvy,
  • Xi-Ping Huang,
  • Bryan L. Roth and
  • David E. Nichols

Beilstein J. Org. Chem. 2012, 8, 1705–1709, doi:10.3762/bjoc.8.194

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  • to the amine by a Curtius type rearrangement (Scheme 2). In our previous synthesis [2] we had employed an N-carbobenzoxy intermediate, followed by catalytic debenzylation over Pd(C); but those conditions would lead to dehalogenation in the present series, so we instead employed acid-catalyzed removal
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Published 08 Oct 2012

Branching out at C-2 of septanosides. Synthesis of 2-deoxy-2-C-alkyl/aryl septanosides from a bromo-oxepine

  • Supriya Dey and
  • Narayanaswamy Jayaraman

Beilstein J. Org. Chem. 2012, 8, 522–527, doi:10.3762/bjoc.8.59

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  • increase the yields, although dehalogenation of 2 to oxepine was found to occur to a minor extent when the reaction time was increased to several days. 13C NMR spectra of 11 and 12 showed resonances for the newly formed C–C bond at 11: 108.4 ppm (C-2) and 95.8 ppm (C≡C-Ph); 12: 109.9 ppm (C-2) and 97.4 ppm
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Published 10 Apr 2012

Continuous flow hydrogenation using polysilane-supported palladium/alumina hybrid catalysts

  • Hidekazu Oyamada,
  • Takeshi Naito and
  • Shū Kobayashi

Beilstein J. Org. Chem. 2011, 7, 735–739, doi:10.3762/bjoc.7.83

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  • palladium/alumina (Pd/(PSi–Al2O3)) hybrid catalysts were developed. Our original Pd/(PSi–Al2O3) catalysts were used successfully in these systems and the hydrogenation of unsaturated C–C bonds and a nitro group, deprotection of a carbobenzyloxy (Cbz) group, and a dehalogenation reaction proceeded smoothly
  • could also be carried out successfully in water (Scheme 4). The reduction of aqueous maleic acid proceeded quantitatively. Dehalogenation of p-chlorobenzoic acid in basic aqueous solution also proceeded smoothly and benzoic acid was obtained after acid treatment. In the case of p-chlorophenol, the
  • ., the reduction of unsaturated C–C bonds and a nitro group, deprotection of a Cbz group, and a dehalogenation reaction, all proceeded smoothly. The catalysts could be used for a long time, with high activity being retained for at least 8 h under neat conditions. It is noted that in all cases no Pd
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Published 31 May 2011

A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation

  • Benedikt Sammet,
  • Mathilde Brax and
  • Norbert Sewald

Beilstein J. Org. Chem. 2011, 7, 243–245, doi:10.3762/bjoc.7.32

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  • reductive dehalogenation was observed to give rac-Boc-Tyr(Me)-OMe (rac-11) as reported for a similar case [16]. Therefore, ent-4 was synthesized analogously also using the commercially available enantiomeric catalyst ([(COD)Rh-(S,S)-Et-DuPhos]BF4). Conclusion A novel two step synthesis of the important
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Published 22 Feb 2011

Reciprocal polyhedra and the Euler relationship: cage hydrocarbons, CnHn and closo-boranes [BxHx]2−

  • Michael J. McGlinchey and
  • Henning Hopf

Beilstein J. Org. Chem. 2011, 7, 222–233, doi:10.3762/bjoc.7.30

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  • by sodium- or magnesium-mediated dehalogenation of the appropriate REX3 precursor, where R is a very bulky alkyl or aryl group, and X is chlorine or bromine [38][39]. The hexatellurium cation, [Te6]4+, is also trigonal prismatic [40][41]. Similarly, the inorganic cubane analogues R8E8, where E = Si
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Published 18 Feb 2011

Identification and synthesis of impurities formed during sertindole preparation

  • I. V. Sunil Kumar,
  • G. S. R. Anjaneyulu and
  • V. Hima Bindu

Beilstein J. Org. Chem. 2011, 7, 29–33, doi:10.3762/bjoc.7.5

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  • )-impurity 21 (Scheme 4). The catalytic hydrogenation of indole 19 proved to be a difficult reaction as significant formation of the dehalogenated products was observed, repeated recrystallization from MeOH afforded pure indole 20. Since dehalogenation was observed during the platinum oxide reduction of the
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Published 07 Jan 2011

Part 2. Mechanistic aspects of the reduction of S-alkyl- thionocarbonates in the presence of triethylborane and air

  • Florent Allais,
  • Jean Boivin and
  • Van Tai Nguyen

Beilstein J. Org. Chem. 2007, 3, No. 46, doi:10.1186/1860-5397-3-46

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  • corresponding alkanes with good to excellent yields. Such a process complies with the long-standing pursuit of an environmentally acceptable process for desulfurisation, dehalogenation or deoxygenation that operates under mild reaction conditions. In this context, special attention must be paid to a paper
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Published 12 Dec 2007
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