Details

Autor(en) / Beteiligte

• Hu, Xiao-Qiang
• Chen, Jia-Rong
• Wei, Qiang
• Liu, Feng-Lei
• Deng, Qiao-Hui
• Beauchemin, André M.
• Xiao, Wen-Jing

Titel

Photocatalytic Generation of N-Centered Hydrazonyl Radicals:  A Strategy for Hydroamination of β,γ-Unsaturated Hydrazones

Ist Teil von

• Angewandte Chemie International Edition, 2014-11, Vol.53 (45), p.12163-12167

Ort / Verlag

Weinheim: WILEY-VCH Verlag

Erscheinungsjahr

2014

Quelle

MEDLINE

Beschreibungen/Notizen

• A visible‐light photocatalytic generation of N‐centered hydrazonyl radicals has been accomplished for the first time. This approach allows efficient intramolecular addition of hydrazonyl radical to terminal alkenes, thus providing hydroamination and oxyamination products in good yields. Importantly, the protocol involves deprotonation of an NH bond and photocatalytic oxidation to an N‐centered radical, thus obviating the need to prepare photolabile amine precursors or the stoichiometric use of oxidizing reagents. Centered on N: A visible‐light‐induced photocatalytic generation of N‐centered hydrazonyl radicals has been accomplished for the first time. This approach allows efficient intramolecular addition of hydrazonyl radical to terminal alkenes, thus providing hydroamination and oxyamination products in good yields. Importantly, the protocol involves direct NH oxidation under mild reaction conditions. Ts=4‐toluenesulfonyl.