Details

Autor(en) / Beteiligte

• Wang, Yuan-Zheng
• Hu, Le’an
• Bai, Shao-Tao
• Zhang, Xumu

Titel

Ru-Catalyzed Asymmetric Reductive Amination of Aryl-Trifluoromethyl Ketones for Synthesis of Primary α‑(Trifluoromethyl)arylmethylamines

Ist Teil von

• Organic letters, 2023-07, Vol.25 (27), p.5033-5037

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2023

Quelle

Alma/SFX Local Collection

Beschreibungen/Notizen

• The ruthenium-catalyzed asymmetric reductive amination of aryl-trifluoromethyl ketones affording high value primary α-(trifluoromethyl)­aryl­methylamines using cheap NH4OAc as the nitrogen source and H2 as the reductant is reported. This user-friendly and simple catalytic method tolerates various aromatic functions with electron-withdrawing or -donating substituents at the para- or meta-positions and as well challenging heteroaromatic functions, yielding primary α-(trifluoromethyl)­aryl­methylamines with excellent chemoselectivities, enantioselectivities, and useful yields (80–97% ee, 51–92% isolated yields). Finally, scalable and concise synthesis of key drug intermediates using this methodology is presented.