Details

Autor(en) / Beteiligte

• Cai, Sai‐Hu
• Wang, Ding‐Xing
• Ye, Lu
• Liu, Ze‐Yao
• Feng, Chao
• Loh, Teck‐Peng

Titel

Pyrroline Synthesis via Visible‐Light‐Promoted Hydroimination of Unactivated Alkenes with N,N′‐Dimethylpropylene Urea as H‐Donor

Ist Teil von

• Advanced synthesis & catalysis, 2018-03, Vol.360 (6), p.1262-1266

Ort / Verlag

Heidelberg: Wiley Subscription Services, Inc

Erscheinungsjahr

2018

Quelle

Wiley-Blackwell Full Collection

Beschreibungen/Notizen

• Synthesis of 3,4‐pyrroline derivatives via visible‐light‐induced hydro/oxyimination of unactivated olefins is reported. In the presence of the photoredox catalyst fac‐Ir(ppy)3, the key iminyl radical intermediate can be readily generated from O‐acyl oximes, and undergoes intramolecular cyclization and H‐ion from solvent or is trapped by TEMPO to give the corresponding hydro/oxyimination product, respectively. Mechanistic investigations indicate that N,N′‐dimethylpropylene urea (DMPU) works as both reducing agent for catalyst regeneration and H‐donor for product formation in this process.