Premium
Palladium‐Catalyzed Insertion of an Allene into an Aminal: Aminomethylamination of Allenes by CN Bond Activation
Author(s) -
Hu Jianhua,
Xie Yinjun,
Huang Hanmin
Publication year - 2014
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.201403774
Subject(s) - allene , palladium , moiety , chemistry , aminal , alkyl , cationic polymerization , catalysis , medicinal chemistry , stereochemistry , combinatorial chemistry , polymer chemistry , organic chemistry
A new and atom‐economic palladium‐catalyzed aminomethylamination of allenes with aminals by CN bond activation is described. This direct and operationally simple method provides a fundamentally novel approach for the synthesis of 1,3‐diamines. Mechanistic studies suggest that a unique cationic π‐allylpalladium complex containing an aminomethyl moiety is generated as a key intermediate through the carbopalladation of the allene with a cyclometalated palladium–alkyl species.
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