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Ugi reaction followed by intramolecular Diels-Alder reaction and elimination of HCl : one-pot approach to arene-fused isoindolinones

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Abstract
A one-pot procedure involving a four-component Ugi reaction followed by an intramolecular Diels-Alder reaction/HCl elimination cascade has been developed to provide rapid access to the isoindolinone framework in a diversity-oriented fashion. The scope of the process has been investigated with respect to all four components, and a comparison between the one-pot and sequential approaches is given. The possibility of a late-stage one-pot functionalization through Suzuki coupling has been explored.
Keywords
Multicomponent reactions, Cycloaddition, Domino reactions, Ugi reaction, Diels-Alder reaction, Nitrogen heterocycles, DIVERSE HETEROCYCLIC SCAFFOLDS, SEQUENTIAL UGI, PASSERINI REACTIONS, ORIENTED SYNTHESIS, CASCADE REACTIONS, DOMINO REACTIONS, WITTIG REACTION, BETA-LACTAMS, WATER, GOLD

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MLA
Huang, Jianjun, et al. “Ugi Reaction Followed by Intramolecular Diels-Alder Reaction and Elimination of HCl : One-Pot Approach to Arene-Fused Isoindolinones.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 30, 2017, pp. 4379–88, doi:10.1002/ejoc.201700747.
APA
Huang, J., Du, X., Van Hecke, K., Van der Eycken, E. V., Pereshivko, O. P., & Peshkov, V. A. (2017). Ugi reaction followed by intramolecular Diels-Alder reaction and elimination of HCl : one-pot approach to arene-fused isoindolinones. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (30), 4379–4388. https://doi.org/10.1002/ejoc.201700747
Chicago author-date
Huang, Jianjun, Xiaochen Du, Kristof Van Hecke, Erik V Van der Eycken, Olga P Pereshivko, and Vsevolod A Peshkov. 2017. “Ugi Reaction Followed by Intramolecular Diels-Alder Reaction and Elimination of HCl : One-Pot Approach to Arene-Fused Isoindolinones.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 30: 4379–88. https://doi.org/10.1002/ejoc.201700747.
Chicago author-date (all authors)
Huang, Jianjun, Xiaochen Du, Kristof Van Hecke, Erik V Van der Eycken, Olga P Pereshivko, and Vsevolod A Peshkov. 2017. “Ugi Reaction Followed by Intramolecular Diels-Alder Reaction and Elimination of HCl : One-Pot Approach to Arene-Fused Isoindolinones.” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (30): 4379–4388. doi:10.1002/ejoc.201700747.
Vancouver
1.
Huang J, Du X, Van Hecke K, Van der Eycken EV, Pereshivko OP, Peshkov VA. Ugi reaction followed by intramolecular Diels-Alder reaction and elimination of HCl : one-pot approach to arene-fused isoindolinones. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2017;(30):4379–88.
IEEE
[1]
J. Huang, X. Du, K. Van Hecke, E. V. Van der Eycken, O. P. Pereshivko, and V. A. Peshkov, “Ugi reaction followed by intramolecular Diels-Alder reaction and elimination of HCl : one-pot approach to arene-fused isoindolinones,” EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 30, pp. 4379–4388, 2017.
@article{8551418,
  abstract     = {{A one-pot procedure involving a four-component Ugi reaction followed by an intramolecular Diels-Alder reaction/HCl elimination cascade has been developed to provide rapid access to the isoindolinone framework in a diversity-oriented fashion. The scope of the process has been investigated with respect to all four components, and a comparison between the one-pot and sequential approaches is given. The possibility of a late-stage one-pot functionalization through Suzuki coupling has been explored.}},
  author       = {{Huang, Jianjun and Du, Xiaochen and Van Hecke, Kristof and Van der Eycken, Erik V and Pereshivko, Olga P and Peshkov, Vsevolod A}},
  issn         = {{1434-193X}},
  journal      = {{EUROPEAN JOURNAL OF ORGANIC CHEMISTRY}},
  keywords     = {{Multicomponent reactions,Cycloaddition,Domino reactions,Ugi reaction,Diels-Alder reaction,Nitrogen heterocycles,DIVERSE HETEROCYCLIC SCAFFOLDS,SEQUENTIAL UGI,PASSERINI REACTIONS,ORIENTED SYNTHESIS,CASCADE REACTIONS,DOMINO REACTIONS,WITTIG REACTION,BETA-LACTAMS,WATER,GOLD}},
  language     = {{eng}},
  number       = {{30}},
  pages        = {{4379--4388}},
  title        = {{Ugi reaction followed by intramolecular Diels-Alder reaction and elimination of HCl : one-pot approach to arene-fused isoindolinones}},
  url          = {{http://doi.org/10.1002/ejoc.201700747}},
  year         = {{2017}},
}

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