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Simple palladium‐catalyzed C–N bond formation for poor nucleophilicity of aminonaphthalenes
Author(s) -
Shue YiJen,
Yang ShyhChyun
Publication year - 2011
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1858
Subject(s) - allylic rearrangement , chemistry , amination , nucleophile , palladium , benzylamine , catalysis , medicinal chemistry , organic chemistry
Aromatic amines is not used commonly in allylic amination, presumably because of their less nucleophilic nature compared with the more extensively used benzylamine or relatively stable anionic nitrogen nucleophiles. An eco‐friendly method for C–O bond activation of allylic acetates using palladium associated with ligands in water leading to N ‐allylation was described in this study. The palladium‐catalyzed allylic amination of allylic acetate with aminonaphthalenes gave 34–95% yields to the corresponding N ‐allylic aminonaphthalenes. Copyright © 2011 John Wiley & Sons, Ltd.