Palladium-Catalyzed Carbonylative Coupling Reactions of N,N-Bis(methanesulfonyl)amides through C-N Bond Cleavage

Authors
Lim, MinkyungKim, HyejiBan, JaeyoungSon, JunghanLee, Jae KyunMin, Sun-JoonLee, Sang UckRhee, Hakjune
Issue Date
2018-11-08
Publisher
WILEY-V C H VERLAG GMBH
Citation
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v.2018, no.41, pp.5717 - 5724
Abstract
Palladium-catalyzed carbonylative coupling reactions of various N,N-bis(methanesulfonyl)amides with arylboronic acids through C-N bond cleavage were carried out. The reactions proceeded under mild conditions in a short period of time without any additives to afford a wide range of unsymmetrical aryl ketones in excellent yields. This is the first example of a carbonylative coupling reaction using N,N-bis(methanesulfonyl)amide as a coupling substrate.
Keywords
FRIEDEL-CRAFTS ACYLATION; ELECTRONICALLY-ACTIVATED AMIDES; ACYL-TRANSFER REAGENTS; SUZUKI-MIYAURA; ARYLBORONIC ACIDS; CARBOXYLIC ANHYDRIDES; KETONE SYNTHESIS; DIARYL KETONES; IONIC LIQUIDS; ARYL BROMIDES; FRIEDEL-CRAFTS ACYLATION; ELECTRONICALLY-ACTIVATED AMIDES; ACYL-TRANSFER REAGENTS; SUZUKI-MIYAURA; ARYLBORONIC ACIDS; CARBOXYLIC ANHYDRIDES; KETONE SYNTHESIS; DIARYL KETONES; IONIC LIQUIDS; ARYL BROMIDES; Synthetic methods; Palladium; C-N bond cleavage; Amides; Cross-coupling
ISSN
1434-193X
URI
https://pubs.kist.re.kr/handle/201004/120690
DOI
10.1002/ejoc.201801124
Appears in Collections:
KIST Article > 2018
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