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HERO ID
4657377
Reference Type
Journal Article
Title
A Four-Component Reaction Strategy for Pyrimidine Carboxamide Synthesis
Author(s)
Guo, W; Liao, J; Liu, D; Li, J; Ji, F; Wu, W; Jiang, H
Year
2017
Is Peer Reviewed?
Yes
Journal
Angewandte Chemie (International Edition)
ISSN:
1433-7851
EISSN:
1521-3773
Volume
56
Issue
5
Page Numbers
1289-1293
Language
English
PMID
27966816
DOI
10.1002/anie.201608433
Web of Science Id
WOS:000394997700018
URL
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85007165371&doi=10.1002%2fanie.201608433&partnerID=40&md5=92d55bdd9bac9fe54ba93a064c2b6629
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Abstract
Demonstrated herein is a highly effective 3 starting materials-4 component reaction (3SM-4CR) strategy for the synthesis of pyrimidine carboxamides from amidines, styrene, and N,N-dimethylformamide (DMF) by a palladium-catalyzed oxidative process. This transformation represents the first example of employing DMF as a dual synthon, a one-carbon-atom synthon and amide synthon, and was proven by isotope-labeling experiments. Additionally, the combination of C-H bond functionalization and cross-dehydrogenative coupling processes affords four chemical bond formations. This sequential 3SM-4CR strategy features inexpensive, readily available starting materials, green oxidants, as well as atom and step economy. It leads to the preparation of pyrimidine carboxamides and has potential applications in the pharmaceutical industry.
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