Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 3, Pages 1383-1389Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202011841
Keywords
aryl halides; hydroarylation; intramolecular cyclization; photocatalysis; platinum
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Funding
- Guangdong Major Project of Basic and Applied Basic Research [2019B030302009]
- Shenzhen Science and Technology Innovation Commission [JCYJ20180508162429786]
- China Postdoctoral Science Foundation [2019M662156]
- Hong Kong Research Grant Council [HKU 17330416]
- Southern University of Science and Technology
- Laboratory for Synthetic Chemistry and Chemical Biology under the Health@InnoHK Program
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The study demonstrated a synthetic strategy for alkene functionalization using photoinduced hydroarylation and developed a novel method for the synthesis of structurally diverse 3,4-dihydroquinolinones.
Photoinduced hydroarylation of alkenes is an appealing synthetic strategy for arene functionalization. Herein, we demonstrated that aryl radicals generated from electron-deficient aryl chlorides/bromides could be trapped by an array of terminal/internal aryl alkenes in the presence of [Pt((ONCN)-N-boolean AND-C-boolean AND-N-boolean AND)] under visible-light (410 nm) irradiation, affording anti-Markonikov hydroarylated compounds in up to 95 % yield. Besides, a protocol for [Pt((ONCN)-N-boolean AND-C-boolean AND-N-boolean AND)]-catalyzed intramolecular photocyclization of acrylanilides to give structurally diverse 3,4-dihydroquinolinones has been developed.
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