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Search for "benzofuran" in Full Text gives 82 result(s) in Beilstein Journal of Organic Chemistry.

Combined directed ortho-zincation and palladium-catalyzed strategies: Synthesis of 4,n-dimethoxy-substituted benzo[b]furans

  • Verónica Guilarte,
  • M. Pilar Castroviejo,
  • Estela Álvarez and
  • Roberto Sanz

Beilstein J. Org. Chem. 2011, 7, 1255–1260, doi:10.3762/bjoc.7.146

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  • compound [22][23]. In particular, several benzo[b]furan derivatives with oxygen-bearing substituents, such as hydroxy, or alkoxy, at the benzene moiety are known to be biologically active compounds [24][25][26][27][28] (Figure 1). Among the various approaches developed for the synthesis of the benzofuran
  • B gave rise to better selectivities and yields of the desired alkynes 5–7 (Table 2, entries 4,6,10,12,16 and 18). According to our retrosynthetic analysis (Scheme 1), the final step to achieve the benzofuran derivatives should be the incorporation of the hydroxy group followed by in situ
  • aryl bromides instead of aryl chlorides. In addition, we also observed better yields for the corresponding benzofuran derivatives 9 (Table 3, entries 5–9) derived from the starting o-alkynylhalobenzene derivatives 6, bearing the two methoxy groups in a 3,5-relationship relative to the halide. Moreover
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Published 12 Sep 2011

Recent advances in the gold-catalyzed additions to C–C multiple bonds

  • He Huang,
  • Yu Zhou and
  • Hong Liu

Beilstein J. Org. Chem. 2011, 7, 897–936, doi:10.3762/bjoc.7.103

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  • -arylhydroxylamines with 1,3-dicarbonyl compounds in situ) to give 3-carbonylated benzofuran derivatives 300 [153]. Trisubstituted isoxazoles 303 were obtained from alkynyl oxime ether 301 through a gold-catalyzed domino reaction involving cyclization and subsequent Claisen-type rearrangement [154]. The presence of
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Published 04 Jul 2011

An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals

  • Marcus Baumann,
  • Ian R. Baxendale,
  • Steven V. Ley and
  • Nikzad Nikbin

Beilstein J. Org. Chem. 2011, 7, 442–495, doi:10.3762/bjoc.7.57

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Published 18 Apr 2011

First synthesis of 2-(benzofuran-2-yl)-6,7-methylene dioxyquinoline-3-carboxylic acid derivatives

  • Wentao Gao,
  • Jia Liu,
  • Yun Jiang and
  • Yang Li

Beilstein J. Org. Chem. 2011, 7, 210–217, doi:10.3762/bjoc.7.28

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  • Wentao Gao Jia Liu Yun Jiang Yang Li Institute of Superfine Chemicals, Bohai University, Jinzhou 121000, China 10.3762/bjoc.7.28 Abstract A facile and inexpensive synthesis of a series of novel methylenedioxy-bearing 2-(benzofuran-2-yl)-quinoline-3-carboxylic acid derivatives 3a–h via the one-pot
  • ethyl 4-chloro-3-oxobutanoate using KHSO4 as catalyst under ultrasound irradiation conditions. The targeted compounds 3a–h were obtained in good yields of 52–82% and their structures were established based on spectral data and elemental analyses. Keywords: benzofuran; Friedländer condensation
  • -(benzofuran-2-yl)-6,7-methylenedioxyquinoline-3-carboxylic acid derivatives (3, Figure 1) under mild conditions. Results and Discussion The targeted 2-(benzofuran-2-yl)-6,7-methylenedioxyquinoline-3-carboxylic acid derivatives 3a–g were synthesized via a two-step procedure, starting from ethyl 2-chloromethyl
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Published 15 Feb 2011

Intramolecular hydroxycarbene C–H-insertion: The curious case of (o-methoxyphenyl)hydroxycarbene

  • Dennis Gerbig,
  • David Ley,
  • Hans Peter Reisenauer and
  • Peter R. Schreiner

Beilstein J. Org. Chem. 2010, 6, 1061–1069, doi:10.3762/bjoc.6.121

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  • intermediate leading to the tautomeric formyl group. Thermochemical computations at M06-2X/cc-pVDZ in conjunction with a self-consistent solvent reaction field model support this suggested reaction pathway. Keywords: benzofuran; C–H-insertion; hydroxycarbene; singlet carbene; tunneling; Introduction
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Published 11 Nov 2010

Synthesis of novel photochromic pyrans via palladium- mediated reactions

  • Christoph Böttcher,
  • Gehad Zeyat,
  • Saleh A. Ahmed,
  • Elisabeth Irran,
  • Thorben Cordes,
  • Cord Elsner,
  • Wolfgang Zinth and
  • Karola Rueck-Braun

Beilstein J. Org. Chem. 2009, 5, No. 25, doi:10.3762/bjoc.5.25

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  • ]. However, only the rearranged and hydrodehalogenated benzofuran 14 was isolated in 65% yield after flash chromatography. Formation of the benzofuran can be rationalized by cleavage of the benzopyran ring and a subsequent rearrangement reaction [29][30]. However, by using standard Sonogashira conditions in
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Published 27 May 2009

2-Arylhydrazononitriles as building blocks in heterocyclic synthesis: A novel route to 2-substituted- 1,2,3-triazoles and 1,2,3-triazolo[4,5-b]pyridines

  • Saleh M. Al-Mousawi and
  • Moustafa Sh. Moustafa

Beilstein J. Org. Chem. 2007, 3, No. 12, doi:10.1186/1860-5397-3-12

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  • as in 5 and therefore excluding 7 (Scheme 2). Typical of enaminones, compound 9 reacts with naphthoquinone to yield the benzofuran 12 and with hydrazine hydrate to yield pyrazolyl-1,2,3-triazole 13 in good yields. Attempts to convert 4 into oxadiazolylhydrazone 6 by heating in DMF afforded 14 whose
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Published 13 Mar 2007
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