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Search for "cyclodimerization" in Full Text gives 9 result(s) in Beilstein Journal of Organic Chemistry.

First example of organocatalysis by cathodic N-heterocyclic carbene generation and accumulation using a divided electrochemical flow cell

  • Daniele Rocco,
  • Ana A. Folgueiras-Amador,
  • Richard C. D. Brown and
  • Marta Feroci

Beilstein J. Org. Chem. 2022, 18, 979–990, doi:10.3762/bjoc.18.98

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  • used as organocatalyst in two classical umpolung reactions of cinnamaldehyde: its cyclodimerization and its oxidative esterification. Keywords: Breslow intermediate; cathodic reduction; flow electrochemistry; N-heterocyclic carbene; oxidative esterification; Introduction Ionic liquids (ILs) are well
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Published 05 Aug 2022

Tosylhydrazine-promoted self-conjugate reduction–Michael/aldol reaction of 3-phenacylideneoxindoles towards dispirocyclopentanebisoxindole derivatives

  • Sayan Pramanik and
  • Chhanda Mukhopadhyay

Beilstein J. Org. Chem. 2022, 18, 469–478, doi:10.3762/bjoc.18.49

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  • . Again, in 2018, Yang et al. [26] synthesized functionalized dispiro[indoline-3,1-cyclopentane-3,3-indolines] via cyclodimerization of 3-phenacylideneoxindolines with benzoyl hydrazides and arylhydrazines. Encouraged by these synthetic methodologies and in continuation to our efforts towards the
  • dispirocyclopentanebisoxindole 3j. Therefore, we can conclude that 3-phenacylindolinone is in situ generated in the reaction medium from reduction of 3-phenacylidieneoxindole by tosylhydrazine, which undergoes cyclodimerization with another equivalent of 3-phenacylidieneoxindole under base-catalyzed conditions. This study also
  • proves that two equivalents of 3-phenacylideneoxindole are required for reductive cyclodimerization. Conclusion In conclusion, we have successfully developed a simple and efficient methodology towards the one-pot synthesis of dispirocyclopentanebisoxindole derivatives through base-catalyzed reductive
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Published 27 Apr 2022

Iridium-catalyzed hydroacylation reactions of C1-substituted oxabenzonorbornadienes with salicylaldehyde: an experimental and computational study

  • Angel Ho,
  • Austin Pounder,
  • Krish Valluru,
  • Leanne D. Chen and
  • William Tam

Beilstein J. Org. Chem. 2022, 18, 251–261, doi:10.3762/bjoc.18.30

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  • greatly differ, as described by Allen and co-workers in their 2007 report on rhodium-catalyzed cyclodimerization reactions [59]. Moreover, desymmetrization of OBD produces more unique sites of reactivity allowing for the production of regioisomeric products. In 2019, Deng et al. described syn
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Published 02 Mar 2022

1,5-Phosphonium betaines from N-triflylpropiolamides, triphenylphosphane, and active methylene compounds

  • Vito A. Fiore,
  • Chiara Freisler and
  • Gerhard Maas

Beilstein J. Org. Chem. 2019, 15, 2603–2611, doi:10.3762/bjoc.15.253

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  • + 2] cyclodimerization products (e.g., 3,3-diphenylpropadienone → 2,4-diphenylmethylenecyclobutane-1,3-dione [24]). As we have not obtained so far an experimental evidence for the intermediate formation of cumulenes 7, pathway B is currently speculative but may suggest a novel approach to
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Published 01 Nov 2019

Nanopatterns of arylene–alkynylene squares on graphite: self-sorting and intercalation

  • Tristan J. Keller,
  • Joshua Bahr,
  • Kristin Gratzfeld,
  • Nina Schönfelder,
  • Marcin A. Majewski,
  • Marcin Stępień,
  • Sigurd Höger and
  • Stefan-S. Jester

Beilstein J. Org. Chem. 2019, 15, 1848–1855, doi:10.3762/bjoc.15.180

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  • protective groups [28]. Subsequently, 1a/b were prepared by Pd-catalyzed oxidative cyclodimerization of the respective acetylene-terminated precursors under high-dilution conditions [29][30]. The separation of the crude products by recycling gel permeation chromatography (recGPC) yielded the monodisperse
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Published 02 Aug 2019

A survey of chiral hypervalent iodine reagents in asymmetric synthesis

  • Soumen Ghosh,
  • Suman Pradhan and
  • Indranil Chatterjee

Beilstein J. Org. Chem. 2018, 14, 1244–1262, doi:10.3762/bjoc.14.107

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  • phenol dearomatization, leading to the formation of cyclodimerization products 43 with high enantioselectivity (up to 94% ee, Scheme 8 lower part). Alkene functionalization Nearly simultaneously to Ishihara’s work, Fujita et al. reported on the modification of their previously synthesized non C2
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Published 30 May 2018
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  • States 10.3762/bjoc.6.46 Abstract Treatment of 2,2-bis(trifluoromethyl)-4-R-oxetanes (R = C2H5O, n-C3H7O, n-C4H9O) with BF3·OEt2 in CH2Cl2 solvent results in spontaneous electrophilic [4 + 4] cyclodimerization with the formation of the corresponding 2,2,6,6-tetrakis(trifluoromethyl)-4,8-dialkoxy-1,5
  • was established by single crystal X-ray diffraction. Keywords: cyclodimerization; electrophilic [4 + 4] cyclodimerization; fluorinated oxetanes; fluorinated thietanes; reaction with alcohols; reaction with H2SO4; Introduction Polyfluorinated 2,2-bis(trifluoromethyl)-4-alkoxy-oxetanes and -thietanes
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Published 10 May 2010

Dimerization of propargyl and homopropargyl 6-azido- 6-deoxy- glycosides upon 1,3-dipolar cycloaddition

  • Nikolas Pietrzik,
  • Daniel Schmollinger and
  • Thomas Ziegler

Beilstein J. Org. Chem. 2008, 4, No. 30, doi:10.3762/bjoc.4.30

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  • -butynyl 2,3,4-tri-O-acetyl-6-azido-6-deoxy-glycopyranosides in the D-gluco, D-galacto and D-manno series afford the corresponding dimeric cycloaddition products. Keywords: click reaction; cyclodimerization; glycosides; triazoles; Introduction Our ongoing interest in constructing combinatorial libraries
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Published 13 Aug 2008

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

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  • triisopropylsilyl (TIPS) groups and oxidative cyclodimerization under pseudo high-dilution conditions gave the macrocycle 18. Based on the comparison of the thermal behavior of 9 and 18 with 1 we intended to prepare also isomers of the latter containing longer adaptable side groups, with and without extraannular
  • TMS acetylene or TIPS acetylene, respectively, base(fluoride)-catalyzed removing of the silyl groups and cyclodimerization of the bisacetylenes 25, again under pseudo high-dilution conditions, gave the macrocycles 26a and 26b, respectively. Thermal behavior and X-ray structure The thermal behavior of
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Published 09 Jan 2008
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