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One‐Pot Transformation of Carboxylic Acids into Nitriles
Author(s) -
Miyagi Kotaro,
Moriyama Katsuhiko,
Togo Hideo
Publication year - 2013
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.201300629
Subject(s) - chemistry , sodium hydride , iodine , ammonia , carboxylic acid , organic chemistry , iodide , sodium iodide , hydride , aqueous solution , nitrile , hydrogen
Abstract A variety of aromatic and aliphatic carboxylic acids were smoothly converted into the corresponding nitriles in good yields in a one‐pot procedure by treatment with ethyl iodide/K 2 CO 3 /18‐crown‐6, followed by sodium diisobutyl‐ tert ‐butoxyaluminium hydride (SDBBA‐H), and finally treatment with molecular iodine or 1,3‐diiodo‐5,5‐dimethylhydantoin (DIH), and aqueous ammonia. This method is useful for the conversion of various aromatic and aliphatic carboxylic acids into the corresponding nitriles in a one‐pot procedure.