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Boron‐Catalyzed N‐Alkylation of Amines using Carboxylic Acids
Author(s) -
Fu MingChen,
Shang Rui,
Cheng WanMin,
Fu Yao
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201503879
Subject(s) - alkylation , catalysis , chemistry , silane , organic chemistry , boron , amine gas treating , selectivity , metal , carboxylic acid , primary (astronomy) , combinatorial chemistry , physics , astronomy
A boron‐based catalyst was found to catalyze the straightforward alkylation of amines with readily available carboxylic acids in the presence of silane as the reducing agent. Various types of primary and secondary amines can be smoothly alkylated with good selectivity and good functional‐group compatibility. This metal‐free amine alkylation was successfully applied to the synthesis of three commercial medicinal compounds, Butenafine, Cinacalcet. and Piribedil, in a one‐pot manner without using any metal catalysts.