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A Palladium‐Catalyzed Carbonylative–Deacetylative Sequence to 1,3‐Keto Amides
Author(s) -
Nielsen Dennis U.,
Korsager Signe,
Lindhardt Anders T.,
Skrydstrup Troels
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400545
Subject(s) - chemistry , catalysis , palladium , carbon monoxide , aryl , carbonylation , sequence (biology) , combinatorial chemistry , organic chemistry , stereochemistry , alkyl , biochemistry
An efficient three‐component reaction involving carbon monoxide with a range of aryl bromides and N ‐substituted acetoacetamides is reported for the synthesis of β‐keto amides. This transformation is promoted by Pd‐catalysis followed by an acid‐mediated deacetylation upon work‐up, enabling a large number of β‐keto amides to be isolated. Finally, d 2 ‐ 13 C‐dyclonine could be synthesized in three steps utilizing the developed catalytic system as the key step.