Pd-catalyzed C-H arylation of N-sulfonyl indole derivatives
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College of Chemistry,Chemical Engineering and Resource Utilization,Northeast Forestry University

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TQ426;O641.4

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    Abstract:

    Using iodoarenes as arylation reagents, Pd-catalyzed sulfonyl group-directed selectively C-Harylation of indoles was investigated in detail. The results showed N-tosyl indole can be converted into 2- and 7-arylated products with an overall yield of 93% in 1, 4-dioxaneat 120 ℃for 24 h with Pd(OAc)2/PPh3 as the catalyst, Na2CO3 as the base and Ag2CO3 as the additive. Under these optimized conditions, the scope and limitation of the synthetic method were examined by using different aryl iodides to obtain 28 indole-based compounds in 22%~93% total yields, and the structure of corresponding indole products were elucidated by 1H NMR, 13C NMR and HRMS spectra.

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History
  • Received:April 13,2023
  • Revised:June 06,2023
  • Adopted:June 06,2023
  • Online: January 09,2024
  • Published:
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