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Selective Intramolecular CH Amination through the Metalloradical Activation of Azides: Synthesis of 1,3‐Diamines under Neutral and Nonoxidative Conditions
Author(s) -
Lu Hongjian,
Jiang Huiling,
Wojtas Lukasz,
Zhang X. Peter
Publication year - 2010
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.201005552
Subject(s) - amination , intramolecular force , chemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis
N 2 is the only by‐product in a stereospecific and highly diastereoselective intramolecular CH amination of sulfamoyl azides with a cobalt(II)‐based metalloradical catalyst (see scheme). The catalytic system has an unusual capacity for the efficient amination of strong primary CH bonds, as well as secondary and tertiary CH bonds, and functional‐group tolerance is excellent owing to the neutral and nonoxidative conditions.