Details

Autor(en) / Beteiligte

• Kumar, Dileep
• Salam, Abdus
• Sahu, Tonish Kumar
• Sahoo, Sujit Soumitra
• Khan, Tabrez

Titel

DDQ-Catalyzed Oxidative C(sp3)–H Functionalization of Aryltetralins and Subsequent Chemoselective Oxidative Demethylation to Access Dihydronaphthalenes and Dihydronaphthoquinones

Ist Teil von

• Journal of organic chemistry, 2021-11, Vol.86 (21), p.15096-15116

Ort / Verlag

American Chemical Society

Erscheinungsjahr

2021

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• A highly controlled DDQ-catalyzed oxidative C­(sp3)–H functionalization of three contiguous carbon atoms in aryltetralins is reported for efficient access to diverse oxygenated dihydronaphthalene scaffolds. The first total synthesis of pachypostaudin B is realized. Further, a CAN-mediated chemoselective oxidative demethylation on the dihydronaphthalene scaffolds is demonstrated to arrive at the rarely observed dihydronaphthoquinone core in moderate to good yields. The present methodology enables quick access to a library of magnoshinin and merrilliaquinone analogs.