4.8 Article

Pd(II)/Cu(II)-Catalyzed Regio- and Stereoselective Synthesis of (E)-3-Arylmethyleneisoindolin-1-ones Using Air as the Terminal Oxidant

Journal

ORGANIC LETTERS
Volume 20, Issue 24, Pages 7869-7874

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b03409

Keywords

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Funding

  1. Basic Science Research Program through the National Research Foundation of Korea (NRF) - Korea government (MSIP) [2012M3A7B4049644, 2014-011165, 2015R1A2A2A01002559, 2018R1A2A2A05018392]
  2. Nano.Material Technology Department Program through the National Research Foundation of Korea (NRF) - Korea government (MSIP) [2012M3A7B4049644, 2014-011165, 2015R1A2A2A01002559, 2018R1A2A2A05018392]
  3. National Research Foundation of Korea [2018R1A2A2A05018392, 2015R1A2A2A01002559] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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Regio- and stereoselective synthesis of (E)-3-arylmethyleneisoindolin-1-ones via Pd(II)/Cu(II)-catalyzed one pot C-C/C-N bond forming sequence between amides and styrenes is reported. This method provides facile and rapid access to a diverse range of such compounds using readily available starting materials under mild aerobic conditions with good functional group tolerance and high selectivity and efficiency. Further elaboration of the products obtained from this process enabled very short and efficient syntheses of aristolactam and indoloisoquinolinone alkaloids.

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