About: 4?Chloro-2-Fluoro-5-Nitrobenzoic Acid as a Possible Building Block for Solid-phase Synthesis of Various Heterocyclic Scaffolds     Goto   Sponge   NotDistinct   Permalink

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  • 4-Chloro-2-fluoro-5-nitrobenzoic acid is a commercially available multireactive building block that can serve as a starting material in heterocyclic oriented synthesis (HOS)leading to various condensed nitrogenous cycles. This work describes its ability for the preparation of substituted nitrogenous heterocycles having 5?7-membered cycles via polymer-supported o-phenylendiamines. Immobilization of this compound on Rink resin followed by further chlorine substitution, reduction of a nitro group and appropriate cyclization afforded benzimidazoles,benzotriazoles, quinoxalinones,benzodiazepinediones and succinimides. The method developed is suitable for the synthesis of diverse libraries including the mentioned types of heterocycles, which have significant importance in current drug discovery. In this paper, we also report limitation of these method and unsuccessful attempt to prepare an 8-membered benzodiazocine cycle.%22%22
  • 4-Chloro-2-fluoro-5-nitrobenzoic acid is a commercially available multireactive building block that can serve as a starting material in heterocyclic oriented synthesis (HOS)leading to various condensed nitrogenous cycles. This work describes its ability for the preparation of substituted nitrogenous heterocycles having 5?7-membered cycles via polymer-supported o-phenylendiamines. Immobilization of this compound on Rink resin followed by further chlorine substitution, reduction of a nitro group and appropriate cyclization afforded benzimidazoles,benzotriazoles, quinoxalinones,benzodiazepinediones and succinimides. The method developed is suitable for the synthesis of diverse libraries including the mentioned types of heterocycles, which have significant importance in current drug discovery. In this paper, we also report limitation of these method and unsuccessful attempt to prepare an 8-membered benzodiazocine cycle.%22%22 (en)
Title
  • 4?Chloro-2-Fluoro-5-Nitrobenzoic Acid as a Possible Building Block for Solid-phase Synthesis of Various Heterocyclic Scaffolds
  • 4?Chloro-2-Fluoro-5-Nitrobenzoic Acid as a Possible Building Block for Solid-phase Synthesis of Various Heterocyclic Scaffolds (en)
skos:prefLabel
  • 4?Chloro-2-Fluoro-5-Nitrobenzoic Acid as a Possible Building Block for Solid-phase Synthesis of Various Heterocyclic Scaffolds
  • 4?Chloro-2-Fluoro-5-Nitrobenzoic Acid as a Possible Building Block for Solid-phase Synthesis of Various Heterocyclic Scaffolds (en)
skos:notation
  • RIV/61989592:15310/13:33147690!RIV14-MSM-15310___
http://linked.open...avai/predkladatel
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  • P(ED0030/01/01), P(EE2.3.20.0009)
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  • 1
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  • 119856
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  • RIV/61989592:15310/13:33147690
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  • solid-phase synthesis, condensed heterocycles, benzimidazoles, benzotriazoles, quinoxalinones, benzodiazepinediones, succinimides (en)
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  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [2AAF01CC742E]
http://linked.open...i/riv/nazevZdroje
  • ACS Combinatorial Science
http://linked.open...in/vavai/riv/obor
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  • 15
http://linked.open...iv/tvurceVysledku
  • Hlaváč, Jan
  • Soural, Miroslav
  • Funk, Petr
  • Křupková, Soňa
http://linked.open...ain/vavai/riv/wos
  • 000313605600004
issn
  • 2156-8952
number of pages
http://bibframe.org/vocab/doi
  • 10.1021/co300109h
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  • 15310
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