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HERO ID
4238495
Reference Type
Journal Article
Title
Synthesis of Mono- and Bis(fluoroalkyl)pyrimidines from FARs, Fluorinated Acetoacetates, and Malononitrile Provides Easy Access to Novel High-Value Pyrimidine Scaffolds
Author(s)
Schmitt, E; Commare, B; Panossian, A; Vors, JP; Pazenok, S; Leroux, FR
Year
2018
Is Peer Reviewed?
Yes
Journal
Chemistry: A European Journal
ISSN:
0947-6539
EISSN:
1521-3765
Volume
24
Issue
6
Page Numbers
1311-1316
Language
English
PMID
28992385
DOI
10.1002/chem.201703982
Abstract
A new strategy was developed using fluorinated acetoacetates, malononitrile, and fluoroalkyl amino reagents (FARs) to access unprecedented 4,6-bis(fluoroalkyl)pyrimidine-5-carboxylates, their carboxylic acid analogues, and 4-amino-6-(fluoroalkyl)pyrimidine-5-carbonitriles. An efficient cyclization step using suitable amidines was developed under microwave irradiation, providing the desired pyrimidines rapidly and efficiently. Standard saponification conditions were applied from carboxylate derivatives to access to the corresponding carboxylic acids. These new valuable building blocks, bearing either a single or two emergent fluorinated substituents, hold strong potential for medicinal and agrochemical research.
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PFAS
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PFNA
Litsearch Update 2017-2018
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