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Base-Controlled Selectivity in the Synthesis of Linear and Angular Fused Quinazolinones by a Palladium-Catalyzed Carbonylation/Nucleophilic Aromatic Substitution Sequence

A new approach for the facile synthesis of fused quinazolinone scaffolds through a palladium-catalyzed carbonylative coupling followed by an intramolecular nucleophilic aromatic substitution is described. The base serves as the key modulator: Whereas DBU gives rise to the linear isomers, Et3N promot... Full description

Journal Title: Angewandte Chemie Jul 14, 2014, Vol.126(29), pp.7709-7713
Main Author: Chen, Jianbin
Other Authors: Natte, Kishore , Spannenberg, Anke , Neumann, Helfried , Langer, Peter , Beller, Matthias , Wu, Xiao-Feng
Format: Electronic Article Electronic Article
Language: ger
Subjects:
ID: ISSN: 00448249 ; E-ISSN: 15213757 ; DOI: 10.1002/ange.201402779
Link: http://search.proquest.com/docview/1545025791/?pq-origsite=primo
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title: Base-Controlled Selectivity in the Synthesis of Linear and Angular Fused Quinazolinones by a Palladium-Catalyzed Carbonylation/Nucleophilic Aromatic Substitution Sequence
format: Article
creator:
  • Chen, Jianbin
  • Natte, Kishore
  • Spannenberg, Anke
  • Neumann, Helfried
  • Langer, Peter
  • Beller, Matthias
  • Wu, Xiao-Feng
subjects:
  • Substitution Reactions
  • Palladium
ispartof: Angewandte Chemie, Jul 14, 2014, Vol.126(29), pp.7709-7713
description: A new approach for the facile synthesis of fused quinazolinone scaffolds through a palladium-catalyzed carbonylative coupling followed by an intramolecular nucleophilic aromatic substitution is described. The base serves as the key modulator: Whereas DBU gives rise to the linear isomers, Et3N promotes the preferential formation of angular products. Interestingly, a light-induced 4+4 reaction of the product was also observed. [PUBLICATION ]
language: ger
source:
identifier: ISSN: 00448249 ; E-ISSN: 15213757 ; DOI: 10.1002/ange.201402779
fulltext: fulltext
issn:
  • 00448249
  • 0044-8249
  • 15213757
  • 1521-3757
url: Link


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descriptionA new approach for the facile synthesis of fused quinazolinone scaffolds through a palladium-catalyzed carbonylative coupling followed by an intramolecular nucleophilic aromatic substitution is described. The base serves as the key modulator: Whereas DBU gives rise to the linear isomers, Et3N promotes the preferential formation of angular products. Interestingly, a light-induced 4+4 reaction of the product was also observed. [PUBLICATION ]
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titleBase-Controlled Selectivity in the Synthesis of Linear and Angular Fused Quinazolinones by a Palladium-Catalyzed Carbonylation/Nucleophilic Aromatic Substitution Sequence
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abstractA new approach for the facile synthesis of fused quinazolinone scaffolds through a palladium-catalyzed carbonylative coupling followed by an intramolecular nucleophilic aromatic substitution is described. The base serves as the key modulator: Whereas DBU gives rise to the linear isomers, Et3N promotes the preferential formation of angular products. Interestingly, a light-induced 4+4 reaction of the product was also observed. [PUBLICATION ABSTRACT]
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pubWiley Subscription Services, Inc.
doi10.1002/ange.201402779
urlhttp://search.proquest.com/docview/1545025791/
date2014-07-14