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An Efficient Tertiary Azidation of 1,3‐Dicarbonyl Compounds in Water Catalyzed by Tetrabutylammonium Iodide
Author(s) -
Dhineshkumar Jayaraman,
Prabhu Kandikere Ramaiah
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201501374
Subject(s) - chemistry , catalysis , iodide , aqueous solution , organic chemistry , aqueous medium , iodine , green chemistry , combinatorial chemistry , reaction mechanism
An efficient azidation of 1,3‐dicarbonyl compounds led to tertiary azides in the presence of tetrabutylammonium iodide (TBAI). TBAI is used as a pre‐catalyst along with aq. tert ‐butyl hydroperoxide (TBHP) as an oxidant in aqueous medium. This operationally simple, practical, mild and green method provides an opportunity to synthesize a variety of azidated β‐keto esters, amides, and ketones in good yields.