4.7 Article

PIDA-Promoted Selective C5 C-H Selenylations of Indolines via Weak Interactions

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 21, Pages 4998-5004

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201900766

Keywords

PIDA; Selenylations; Indoline; C-H functionalization; Radical reactions

Funding

  1. Sichuan Science and Technology Program [2018JY0247, 2019YJ0282]
  2. National Natural Science Foundation of China [21502010]
  3. Key Laboratory of Medicinal and Edible Plants Resources Development of Sichuan Education Department [10Y201708]
  4. youth foundation of Chengdu University [2018XZB01]

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An efficient PIDA (phenyliodine(III) diacetate)-promoted positional selective C-H selenylations of indolines with diaryl diselenides has been developed. This transformation conducted under mild reaction conditions with a broad functional group tolerance, thus providing an efficient protocol to selenylated indolines. Preliminary mechanistic studies indicated a SET pathway was likely involved in this selenylation reaction.

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