α‑Trifluoromethyl Carbanion-catalyzed Intermolecular Stetter Reaction of Aromatic Aldehydes with 2‑Bromo-3,3,3-trifluoropropene: Synthesis of β‑Alkoxyl-β-trifluoromethylated Ketones

• Published in: Organic letters Vol. 24; no. 1; pp. 33 - 37
• Main Authors: Cai, Yingying, Jiang, Huanfeng, Zhu, Chuanle
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 14.01.2022; Amer Chemical Soc
• Subjects: aldehydes; bioactive compounds; catalysts; Chemistry; Chemistry, Organic; hydrogen; ketones; Physical Sciences; Science & Technology; REGIOSELECTIVE SYNTHESIS; FLUORINE; GENERATION

The intermolecular Stetter reaction of aromatic aldehydes with 2-bromo-3,3,3-trifluoropropene is achieved by the in situ generated α-trifluoromethyl carbanion catalyst. It not only represents the first example for α-trifluoromethyl carbanion-catalyzed umpolung reaction but also reveals a new protoco...