4.7 Article

Rhenium-catalyzed alkylarylation of alkenes with PhI(O2CR)2viadecarboxylation to access indolinones and dihydroquinolinones

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 7, Issue 20, Pages 3234-3241

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0qo00953a

Keywords

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Funding

  1. National Natural Science Foundation of China [21772202, 21801059]
  2. Beijing Municipal Science & Technology Commission [Z191100007219009]
  3. Beijing National Laboratory for Molecular Sciences [BNLMS-CXXM-201901]
  4. Natural Science Foundation of Hebei Province [B2020205005]
  5. Education Department Foundation of Hebei Province [QN2018110]
  6. Science Foundation of Hebei Normal University [L2018B06]

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Rhenium-catalyzed alkylarylation of alkenes with hypervalent iodine(iii) reagents (HIRs)viadecarboxylation to access various 3,3-disubstituted indolinones andtrans-3,4-dihydroquinolinones is described. These transformations feature wide substrate scopes, good functional-group tolerance, and divergent regioselectivity. Mechanistic studies revealed a cascade sequence of decarboxylation/intermolecular radical alkylation/intramolecular radical arylation/oxidative re-aromatization.

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