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Search for "indole synthesis" in Full Text gives 33 result(s) in Beilstein Journal of Organic Chemistry.

Simple synthesis of pyrrolo[3,2-e]indole-1-carbonitriles

  • Adam Trawczyński,
  • Robert Bujok,
  • Zbigniew Wróbel and
  • Krzysztof Wojciechowski

Beilstein J. Org. Chem. 2013, 9, 934–941, doi:10.3762/bjoc.9.107

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  • cyanoborohydride [4]. On the other hand there are many methods of synthesis of pyrrolo[3,2-e]indoles such as the copper-catalyzed transformation of tetrahydroquinoline derivatives [4], photochemical cyclization of 1,2-bis(2-pyrrolo)ethylenes [5], the Fischer indole synthesis from indol-5-ylhydrazones [3], or a
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Published 15 May 2013

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

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  • role in the discovery of active antitumor drugs [29][30][31]. Carbazole derivatives also find applications in organic materials as chromophores and photoconductors [32]. For several years, the development of methodologies concerning indole synthesis and functionalization has been one of the most
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Published 11 Oct 2012

Synthesis of diverse indole libraries on polystyrene resin – Scope and limitations of an organometallic reaction on solid supports

  • Kerstin Knepper,
  • Sylvia Vanderheiden and
  • Stefan Bräse

Beilstein J. Org. Chem. 2012, 8, 1191–1199, doi:10.3762/bjoc.8.132

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  • ]. Organometallic reactions on solid supports are always particularly challenging [25]. In the past, indoles were synthesized by using, for example, Fischer indole synthesis [26][27][28][29][30], Bartoli indole synthesis, Nenitzescu synthesis [31], Wittig indole synthesis [32], Madelung indole synthesis [33
  • ], palladium-catalyzed indole synthesis [34][35][36][37][38][39][40], cycloaddition strategies [41], C-arylation of substituted acetonitriles or 1,3-dicarbonyl compounds [42], halocyclization [43][44] and finally, reduction of ortho-fluoro-nitroarenes [42]. The significant biological properties and the
  • calculated according to the nitrogen values of the elemental analysis. GP 2 - Bartoli-indole synthesis: Under an argon atmosphere, one equiv of the resin is suspended in dry THF (0.1 mmol/mL), cooled down to −40 °C and three equiv of the Grignard reagent are added, while the color of the mixture changes to
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Published 26 Jul 2012

An intramolecular inverse electron demand Diels–Alder approach to annulated α-carbolines

  • Zhiyuan Ma,
  • Feng Ni,
  • Grace H. C. Woo,
  • Sie-Mun Lo,
  • Philip M. Roveto,
  • Scott E. Schaus and
  • John K. Snyder

Beilstein J. Org. Chem. 2012, 8, 829–840, doi:10.3762/bjoc.8.93

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  • prepare anilinopyridines, with final indole ring closure occurring by either a second cross-coupling [45] or a photocyclization [46]. The former, sequential cross-coupling strategy closely follows the previous work by Queguiner [47]. A Fischer indole synthesis route through the 2-pyridylhydrazone of
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Published 06 Jun 2012

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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  • , as well as psychedelic agents. Indole is also one of the best represented heterocyclic motifs present in the top selling pharmaceuticals, being found in eight of the top 200 drugs, with five of these belonging to the triptan family of antimigraine treatments. The classical Fischer indole synthesis is
  • usually reported as one of the first choice routes to prepare these scaffolds. Drugs such as GSK’s serotonin receptor modulators sumatriptan (49, Imitrex) and zolmitriptan (50, Zomig) use the Fischer indole synthesis at a late stage in order to form the desired compound albeit in only low to moderate
  • indole synthesis a hydrazine, which is most commonly derived from the corresponding diazonium salt, is reacted with a suitable carbonyl compound. Alternatively, the Japp–Klingemann reaction can be used to directly couple the diazonium salt with a β-ketoester to obtain a hydrazone which can then undergo
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Published 18 Apr 2011

Palladium- and copper-mediated N-aryl bond formation reactions for the synthesis of biological active compounds

  • Carolin Fischer and
  • Burkhard Koenig

Beilstein J. Org. Chem. 2011, 7, 59–74, doi:10.3762/bjoc.7.10

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  • series of aryl halides, aryl iodides 63 were the most active. The presence of air and water gave only slightly lower yields. Other heteroarylamines also gave good yields [39]. The copper-catalysed domino-indole synthesis facilitated access to new Chek1/KDR kinase inhibitors 67 from
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Published 14 Jan 2011

Pd/C- Mediated synthesis of indoles in water

  • Mohosin Layek,
  • Udaya Lakshmi,
  • Dipak Kalita,
  • Deepak K. Barange,
  • Aminul Islam,
  • K. Mukkanti and
  • Manojit Pal

Beilstein J. Org. Chem. 2009, 5, No. 46, doi:10.3762/bjoc.5.46

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  • N-substituted indole derivatives successfully we then undertook the synthesis of the target indole C. Compound C was prepared from bromo compound 4 following a 7-step process using the Pd/C-mediated indole synthesis as a key step as shown in Scheme 2. Thus treatment of bromide 4 with Na2SO3 provided
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Published 23 Sep 2009

Mitomycins syntheses: a recent update

  • Jean-Christophe Andrez

Beilstein J. Org. Chem. 2009, 5, No. 33, doi:10.3762/bjoc.5.33

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Published 08 Jul 2009
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