Premium
Iron/Amino Acid Catalyzed Direct N‐Alkylation of Amines with Alcohols
Author(s) -
Zhao Yingsheng,
Foo Siong Wan,
Saito Susumu
Publication year - 2011
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.201006660
Subject(s) - alkylation , catalysis , alcohol , chemistry , carbon atom , organic chemistry , hydrogen atom , hydrogen , combinatorial chemistry , medicinal chemistry , group (periodic table) , alkyl
Ironing it out : The straightforward N‐alkylation using alcohols and iron/amino acid catalysis is described (see scheme). The reaction does not proceed by the conventional “borrowing hydrogen” mechanism, but appears to involve a substitution pathway (S N ) at the sp 3 carbon atom bearing the hydroxy group of the alcohol. Developing a catalyst that is effective at a near neutral pH was key to the successful N‐alkylation.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom