Solvent-Controlled Rhodium-Catalyzed C6-Selective C−H Alkenylation and Alkylation of 2-Pyridones with Acrylates

Hazra, Sunit; Hirano, Koji; Miura, Masahiro

Asian Journal of Organic Chemistry, 2019, 8(7), 1097-1101

Number of Access:139（2025-07-17 21:02 Counts）

Identifier to cite or link to this item: https://hdl.handle.net/11094/92737

Link to primary information 

File Format Terms of use Size Views Date.Available Description information
AOChemistry_8_7_1097 pdf None 591 KB 69 2023.10.06  

Item Information

Output File Export EndNote Basic Export Mendeley

Title
Solvent-Controlled Rhodium-Catalyzed C6-Selective C−H Alkenylation and Alkylation of 2-Pyridones with Acrylates
Creator
CreatorName
Hazra, Sunit
NRID
1000070532696 1000070532696
ORCID
0000-0001-9752-1985 0000-0001-9752-1985
researchmap permalink
koj koj
Scopus Author ID
7402407063 7402407063
CreatorName
Hirano, Koji
NRID
1000020183626 1000020183626
ORCID
0000-0001-8288-6439 0000-0001-8288-6439
researchmap permalink
read0013936 read0013936
Scopus Author ID
7402799909 7402799909
CreatorName
Miura, Masahiro
Subject
chemodivergence
C−H activation
pyridones
rhodium
synthetic methods
Description
This is the accepted version of the following article:Hazra S., Hirano K., Miura M.. Solvent-Controlled Rhodium-Catalyzed C6-Selective C−H Alkenylation and Alkylation of 2-Pyridones with Acrylates. Asian Journal of Organic Chemistry 8, 1097 (2019), which has been published in final form at https://doi.org/10.1002/ajoc.201900190. This article may be used for non-commercialpurposes in accordance with the Wiley Self-ArchivingPolicy [https://authorservices.wiley.com/author-resources/Journal-Authors/licensing/self-archiving.html]
Abstract
A solvent-controlled rhodium-catalyzed C6-selective alkenylation and alkylation of 2-pyridones with acrylates via a pyridine-directed C−H cleavage was developed. Using DMF as solvent, the C−H alkenylation with acrylates selectively occurs to deliver the corresponding C6-alkenylated 2-pyridones in good yields. On the other hand, the C6-alkylated products are predominantly formed in a more polar and protic solvent, HFIP. Thus, a single set of starting substrates can be divergently transformed to C6-functionalized 2-pyridones, which are of potent interest in medicinal and pharmaceutical chemistry.
Publisher
Wiley-VCH
Source Title
Asian Journal of Organic Chemistry
Volume (Issue)
8(7)
Page
1097-1101
Date of Issued
2019-07-01
Language
English
Handle URL
https://hdl.handle.net/11094/92737
PISSN
21935807
Relation.isVersionOf
DOI (Publisher Version)
https://doi.org/10.1002/ajoc.201900190
Access Rights
open access
CopyRight
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA.
oaire:version
Accepted Manuscript
Category
学術雑誌論文 Journal Article