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Metal‐Catalyzed One‐Pot Synthesis of Tetrazines Directly from Aliphatic Nitriles and Hydrazine
Author(s) -
Yang Jun,
Karver Mark R.,
Li Weilong,
Sahu Swagat,
Devaraj Neal K.
Publication year - 2012
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.201201117
Subject(s) - hydrazine (antidepressant) , chemistry , catalysis , combinatorial chemistry , bioorthogonal chemistry , zinc , lewis acids and bases , metal , organic chemistry , click chemistry , chromatography
Paving the way : The lack of convenient synthetic methods is a significant roadblock to the broader use of 1,2,4,5‐tetrazines in bioorthogonal chemistry and functional materials. Lewis acid metal catalysts—most notably divalent nickel and zinc salts—are described to catalyze the one‐pot synthesis of 1,2,4,5‐tetrazines directly from aliphatic nitriles (see scheme).