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Palladium‐Catalyzed Carbonylative [3+2+1] Annulation of N ‐Aryl‐Pyridine‐2‐Amines with Internal Alkynes by CH Activation: Facile Synthesis of 2‐Quinolinones

We describe here a novel procedure for the synthesis of highly substituted 2‐quinolinones. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative cyclization of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation. Remarkably,... Full description

Journal Title: Chemistry – A European Journal 27 October 2014, Vol.20(44), pp.14189-14193
Main Author: Chen, Jianbin
Other Authors: Natte, Kishore , Spannenberg, Anke , Neumann, Helfried , Beller, Matthias , Wu, Xiao‐Feng
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0947-6539 ; E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201404462
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recordid: wj10.1002/chem.201404462
title: Palladium‐Catalyzed Carbonylative [3+2+1] Annulation of N ‐Aryl‐Pyridine‐2‐Amines with Internal Alkynes by CH Activation: Facile Synthesis of 2‐Quinolinones
format: Article
creator:
  • Chen, Jianbin
  • Natte, Kishore
  • Spannenberg, Anke
  • Neumann, Helfried
  • Beller, Matthias
  • Wu, Xiao‐Feng
subjects:
  • Quinonlinone
  • Carbonylation
  • Ch Activation
  • Domino Reactions
  • Palladium
ispartof: Chemistry – A European Journal, 27 October 2014, Vol.20(44), pp.14189-14193
description: We describe here a novel procedure for the synthesis of highly substituted 2‐quinolinones. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative cyclization of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation. Remarkably, [Mo(CO)] was applied as a solid CO source and the reaction proceeded in an atom economic manner. : A procedure for the synthesis of highly substituted 2‐quinolinones has been developed. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative [3+2+1] annulation of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation (see scheme).
language: eng
source:
identifier: ISSN: 0947-6539 ; E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201404462
fulltext: fulltext
issn:
  • 0947-6539
  • 09476539
  • 1521-3765
  • 15213765
url: Link


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titlePalladium‐Catalyzed Carbonylative [3+2+1] Annulation of N ‐Aryl‐Pyridine‐2‐Amines with Internal Alkynes by CH Activation: Facile Synthesis of 2‐Quinolinones
creatorChen, Jianbin ; Natte, Kishore ; Spannenberg, Anke ; Neumann, Helfried ; Beller, Matthias ; Wu, Xiao‐Feng
ispartofChemistry – A European Journal, 27 October 2014, Vol.20(44), pp.14189-14193
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subjectQuinonlinone ; Carbonylation ; Ch Activation ; Domino Reactions ; Palladium
descriptionWe describe here a novel procedure for the synthesis of highly substituted 2‐quinolinones. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative cyclization of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation. Remarkably, [Mo(CO)] was applied as a solid CO source and the reaction proceeded in an atom economic manner. : A procedure for the synthesis of highly substituted 2‐quinolinones has been developed. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative [3+2+1] annulation of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation (see scheme).
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titlePalladium‐Catalyzed Carbonylative [3+2+1] Annulation of N ‐Aryl‐Pyridine‐2‐Amines with Internal Alkynes by CH Activation: Facile Synthesis of 2‐Quinolinones
descriptionWe describe here a novel procedure for the synthesis of highly substituted 2‐quinolinones. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative cyclization of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation. Remarkably, [Mo(CO)] was applied as a solid CO source and the reaction proceeded in an atom economic manner. : A procedure for the synthesis of highly substituted 2‐quinolinones has been developed. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative [3+2+1] annulation of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation (see scheme).
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titlePalladium‐Catalyzed Carbonylative [3+2+1] Annulation of N ‐Aryl‐Pyridine‐2‐Amines with Internal Alkynes by CH Activation: Facile Synthesis of 2‐Quinolinones
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abstractWe describe here a novel procedure for the synthesis of highly substituted 2‐quinolinones. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative cyclization of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation. Remarkably, [Mo(CO)] was applied as a solid CO source and the reaction proceeded in an atom economic manner. : A procedure for the synthesis of highly substituted 2‐quinolinones has been developed. By this newly developed approach, 2‐quinolinone derivatives were prepared in moderate to good yields by carbonylative [3+2+1] annulation of ‐aryl‐pyridine‐2‐amines and internal alkynes by CH activation (see scheme).
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pubWILEY‐VCH Verlag
doi10.1002/chem.201404446
pages14184-14188
date2014-10-27