Details

Autor(en) / Beteiligte

• Das, Somnath
• Natarajan, Palani
• König, Burkhard

Titel

Teaching Old Compounds New Tricks: DDQ‐Photocatalyzed C−H Amination of Arenes with Carbamates, Urea, and N‐Heterocycles

Ist Teil von

• Chemistry : a European journal, 2017-12, Vol.23 (72), p.18161-18165

Ort / Verlag

Germany: Wiley Subscription Services, Inc

Erscheinungsjahr

2017

Link zum Volltext

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The C−H amination of benzene derivatives was achieved using DDQ as photocatalyst and BocNH2 as the amine source under aerobic conditions and visible light irradiation. Electron‐deficient and electron‐rich benzenes react as substrates with moderate to good product yields. The amine scope of the reaction comprises Boc‐amine, carbamates, pyrazoles, sulfonimides and urea. Preliminary mechanistic investigations indicate arene oxidation by the triplet of DDQ to radical cations with different electrophilicity and a charge transfer complex between the amine and DDQ as intermediate of the reaction. Getting aminated: Air, light and an amine is all you need for the effective C−H amination of arenes in the presence of catalytic amounts of DDQ and tert‐butyl nitrite.