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Current Organocatalysis

Author(s): Qian Yang*, Na Ma , Yangqing He , Xiaojiao Yu and Binghua Yao

DOI: 10.2174/2213337208666210816110719

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Immobilized Palladium Nanoparticles on Phosphanamine-grafted Cellulose for Arylation of Uracil

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Abstract

Background: The synthesis of 5-arylation uracil nucleosides is an imperative challenge, especially for the method of Suzuki reaction using N-unprotected uracil as materials, which holds the potential to enhance the yield.

Objective: The objective of this study was to find a more efficient catalyst to increase the yield of aryluracils and aryluridines.

Methods: We first constructed the Phosphanamine-Grafted Cellulose (PAGC) from cellulose material. Then the nanocatalyst PAGC/Pd(0) was prepared through heating and reducing the mixture of PAGC and Pa(OAc)2.

Results: When using this nanocatalyst to catalyze the Suzuki reaction of 5-iodouracil or 5-iodouridine and aryl heterocyclic boronic acids, the arylation yields have been significantly improved.

Conclusion: This means that the resultant nanocatalyst exhibits a remarkable catalytic efficacy for Suzuki arylation of 5-iodouracil and 5-iodouridine.

Keywords: Palladium nanocatalyst, phosphanamine, cellulose, suzuki arylation, iodouracil, iodouridine.

Graphical Abstract

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