Reductive Amination of Carboxylic Acids via Nickel(II) Catalysis: A Ligand-Tuned Strategy for C-N Bond Formation
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초록

A nickel(II)-catalyzed reductive amination of carboxylic acids with amines is described, employing phenylsilane as the reductant. The reaction proceeds via an iminium ion/imine intermediate and does not require prior carboxylic acid activation. A comprehensive evaluation of ligands identified bulky trialkyl monophosphines as optimal, with tricyclohexylphosphine providing the highest yield. This ligand-controlled protocol provides direct access to diverse secondary and tertiary amines from readily available carboxylic acids, illustrating a practical approach to C-N bond formation.

키워드

SODIUM-BOROHYDRIDEAROMATIC-AMINESALKYLATIONHYDROGENATIONSECONDARY
제목
Reductive Amination of Carboxylic Acids via Nickel(II) Catalysis: A Ligand-Tuned Strategy for C-N Bond Formation
저자
Lee, GayeonBae, JaehanAli, KashifCho, Eun Jin
DOI
10.1021/acs.joc.5c01592
발행일
2025-10
유형
Article
저널명
Journal of Organic Chemistry
90
40
페이지
14141 ~ 14145