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An Efficient Protocol for the Synthesis of Primary Amides via Rh‐Catalyzed Rearrangement of Aldoximes
Author(s) -
Xu Fen,
Song YuanYuan,
Li YanJie,
Li ErLong,
Wang XinRan,
Li WenYue,
Liu ChunSen
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201800265
Subject(s) - catalysis , chemistry , primary (astronomy) , solvent , functional group , medicinal chemistry , combinatorial chemistry , metal , organic chemistry , physics , astronomy , polymer
A system consisting of catalytic amounts of [Rh(CH 2 =CH 2 )Cl] 2 /PPh 2 Cy, and PhCl as the solvent efficiently catalyzes selective rearrangement of aldoximes to furnish various primary amides in moderate to good yields. Replacing the [Rh(CH 2 =CH 2 )Cl] 2 with Rh(NBD) 2 OTf enables the superior transformation to afford the amides with up to 99% yields. Attractive synthetic features associated with this methodology include absence of co‐catalysts, broad functional group tolerance, good to excellent yields, low metal loadings, and operational convenience.