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An Efficient Oxidation of Primary Azides Catalyzed by Copper Iodide: A Convenient Method for the Synthesis of Nitriles
Author(s) -
Lamani Manjunath,
Prabhu Kandikere Ramaiah
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.201002635
Subject(s) - chemistry , primary (astronomy) , catalysis , iodide , aqueous solution , copper , combinatorial chemistry , organic chemistry , physics , astronomy
A wide range of primary azides have been efficiently oxidized by a catalytic amount of CuI and TBHP into their corresponding nitriles in aqueous solution. A variety of oxidizable functional groups were well tolerated under the reaction conditions, and oxidation of secondary azides furnished their corresponding ketones (see scheme; TBHP= tert ‐butyl hydroperoxide).
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