Sodium Butylated Hydroxytoluene (NaBHT) as a New and Efficient Hydride Source for Pd‐Catalysed Reduction Reactions

• Published in: Chemistry : a European journal Vol. 25; no. 57; pp. 13099 - 13103
• Main Authors: Sharif, Sepideh, Rodriguez, Michael J., Lu, Yu, Kopach, Michael E., Mitchell, David, Hunter, Howard N., Organ, Michael G.
• Format: Journal Article
• Language: English
• Published: Germany Wiley Subscription Services, Inc 11.10.2019
• Subjects: Acetates; Acetic acid; Aldehydes; amination; Amines; Aromatic compounds; butylated hydroxy toluene; Butylated hydroxytoluene; Chemical reduction; Chemistry; cross-coupling; Halides; hydride reduction; Hydrides; Oxidation; PEPPSI; Sodium; cross-coupling; hydride reduction; amination; PEPPSI; butylated hydroxy toluene

NaBHT (sodium butylated hydroxytoluene), a hindered and soluble base for the efficient arylation of various base‐sensitive amines and (hetero)aryl halides has been found to have an unanticipated role as a hydride donor to reduce (hetero)aryl halides and allylic acetates. Mechanistic studies have unc...