Heteroaryl Ethers by Oxidative Palladium Catalysis of Pyridotriazol-1-yloxy Pyrimidines with Arylboronic Acids

The oxidative palladium-catalyzed cross-coupling of pyrimidines containing pyridotriazol-1-yloxy (OPt) as either a urea or an amide functional group with arylboronic acids in the presence of Cs2CO3 in DME containing 0.6−1.0% H2O is described for the preparation of heteroaryl ethers. The bromo substi...

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Bibliographic Details
Published in:Organic letters 2009-06, Vol.11 (12), p.2511-2514
Main Authors: Bardhan, Sujata, Wacharasindhu, Sumrit, Wan, Zhao-Kui, Mansour, Tarek S
Format: Article
Language:English
Subjects:
Boronic Acids - chemistry
Catalysis
Ethers - chemistry
Molecular Structure
Oxidation-Reduction
Palladium - chemistry
Pyridines - chemistry
Pyrimidines - chemistry
Triazoles - chemistry
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Summary:The oxidative palladium-catalyzed cross-coupling of pyrimidines containing pyridotriazol-1-yloxy (OPt) as either a urea or an amide functional group with arylboronic acids in the presence of Cs2CO3 in DME containing 0.6−1.0% H2O is described for the preparation of heteroaryl ethers. The bromo substitution in the case of 3-(5-bromo-pyrimidin-2-yloxy)-3H-[1,2,3]triazolo[4,5-b]pyridine 1 could serve as a handle for further elaborations such as Suzuki coupling for attaching varied aryl groups.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol900592b