Premium
Catalytic Cleavage of Amide C−N Bond: Scandium, Manganese, and Zinc Catalysts for Esterification of Amides
Author(s) -
Mashima Kazushi,
Nishii Yuji,
Nagae Haruki
Publication year - 2020
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201900044
Subject(s) - catalysis , amide , chemistry , scandium , stoichiometry , bond cleavage , zinc , manganese , hydrolysis , organic chemistry , transition metal
Amide C−N bonds are thermodynamically stable and their fission, such as by hydrolysis and alcoholysis, is considered a long‐challenging organic reaction. In general, stoichiometric chemical transformations of amides into the corresponding esters and acids require harsh conditions, such as strong acids/bases at a high reaction temperature. Accordingly, the development of catalytic reactions that cleave not only primary and secondary amides, but also tertiary amides in mild conditions, is in high demand. Herein, we surveyed typical stoichiometric transformations of amides, and highlight our recent achievements in the catalytic esterification of amides using scandium, manganese, and zinc catalysts, together with some recent catalyst systems using late‐transition metal reported by other groups.