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Chinese Journal of Organic Chemistry >

2021 , Vol. 41 >Issue 9: 3521 - 3531

DOI: https://doi.org/10.6023/cjoc202105021

ARTICLES

Divergent Synthesis of Ketone-Fused Indoles/Pyrroles via Metal-Guided Friedel-Crafts Cyclization

  • Hejiang Luo ,
  • Tongxiang Cao ,
  • Shifa Zhu
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  • a Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640
    b China-Singapore International Joint Research Institute, Guangzhou 510555
* Corresponding authors. E-mail: ;

Received date: 2021-05-11

  Revised date: 2021-06-03

  Online published: 2021-06-08

Supported by

Ministry of Science and Technology of the People's Republic of China(2016YFA0602900); National Natural Science Foundation of China(21871096); National Natural Science Foundation of China(22071062); National Natural Science Foundation of China(22001077); Guangdong Provincal Science and Technology Fund(2018B030308007); Guangdong Provincal Science and Technology Fund(2018A030310359); Guangdong Provincal Science and Technology Fund(2021A1515012331); China Postdoctoral Science Foundation(2018M643062); China Postdoctoral Science Foundation(2019T120723)

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Abstract

A metal-guided method for divergent synthesis of ketone-fused indoles/pyrroles from N-(2-alkynylaryl) lactam is described. The reaction is proposed to proceed through a regioswitchable Friedel-Crafts cyclization of acylium. The obvious advantages are wide substrate scopes, high atom economy and step economy, which have a great potential in the synthesis of structure-related bioactive compounds.

Key words： Friedel-Crafts cyclization; ketone-fused indoles/pyrroles; divergent synthesis

Cite this article

Hejiang Luo , Tongxiang Cao , Shifa Zhu . Divergent Synthesis of Ketone-Fused Indoles/Pyrroles via Metal-Guided Friedel-Crafts Cyclization[J]. Chinese Journal of Organic Chemistry, 2021 , 41(9) : 3521 -3531 . DOI: 10.6023/cjoc202105021

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