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Copper-Catalyzed Cross-Coupling Reactions of Nucleobases with Arylboronic Acids: An Efficient Access to N-Arylnucleobases

✍ Scribed by Yang Yue; Zhang-Guo Zheng; Bo Wu; Chuan-Qin Xia; Xiao-Qi Yu

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
99 KB
Volume
2005
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

An efficient avenue for the direct N‐arylation of nucleobases with arylboronic acids that is catalyzed by simple copper salts was discovered. The N‐arylnucleobases were obtained in excellent yields at room temperature within 45 min when methanol and water were used as a mixed solvent. Under these conditions, the coupling reaction tolerates both electron‐donating and electron‐withdrawing substituents at the o‐, m‐, or p‐positions of phenylboronic acid and gives the corresponding coupling products in moderate to excellent yields. Experimental results show that this route is the most efficient, facile, and mild method for the synthesis of N‐arylnucleobases. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

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