Practical synthesis of 6-aryluridines via palladium(II) acetate catalyzed Suzuki-Miyaura cross-coupling reaction

Yu Chiao Shih; Tun Cheng Chien

doi:10.1016/j.tet.2011.03.051

Practical synthesis of 6-aryluridines via palladium(II) acetate catalyzed Suzuki-Miyaura cross-coupling reaction

Yu Chiao Shih, Tun Cheng Chien^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

Sugar-protected 6-halouridine derivatives underwent Suzuki-Miyaura cross-coupling reactions with arylboronic acids in the presence of palladium(II) acetate as a catalyst, triphenylphosphine as a ligand, and sodium carbonate as a base. This methodology is applicable to both the C5- and C6-position of uridine and provides a direct access for versatile uridine derivatives.

Original language	English
Pages (from-to)	3915-3923
Number of pages	9
Journal	Tetrahedron
Volume	67
Issue number	21
DOIs	https://doi.org/10.1016/j.tet.2011.03.051
Publication status	Published - 2011 May 27

Keywords

Boronic acid
Cross-coupling
Nucleoside
Suzuki-Miyaura
Uridine

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2011.03.051

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title = "Practical synthesis of 6-aryluridines via palladium(II) acetate catalyzed Suzuki-Miyaura cross-coupling reaction",

abstract = "Sugar-protected 6-halouridine derivatives underwent Suzuki-Miyaura cross-coupling reactions with arylboronic acids in the presence of palladium(II) acetate as a catalyst, triphenylphosphine as a ligand, and sodium carbonate as a base. This methodology is applicable to both the C5- and C6-position of uridine and provides a direct access for versatile uridine derivatives.",

keywords = "Boronic acid, Cross-coupling, Nucleoside, Suzuki-Miyaura, Uridine",

author = "Shih, {Yu Chiao} and Chien, {Tun Cheng}",

note = "Funding Information: This work was supported by Research Grant 97-2113-M-003-001-MY2 from the National Science Council , Taiwan. We are grateful to the National Center for High-performance Computing of Taiwan for the electronic resources and facilities. ",

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AU - Shih, Yu Chiao

AU - Chien, Tun Cheng

N1 - Funding Information: This work was supported by Research Grant 97-2113-M-003-001-MY2 from the National Science Council , Taiwan. We are grateful to the National Center for High-performance Computing of Taiwan for the electronic resources and facilities.

PY - 2011/5/27

Y1 - 2011/5/27

N2 - Sugar-protected 6-halouridine derivatives underwent Suzuki-Miyaura cross-coupling reactions with arylboronic acids in the presence of palladium(II) acetate as a catalyst, triphenylphosphine as a ligand, and sodium carbonate as a base. This methodology is applicable to both the C5- and C6-position of uridine and provides a direct access for versatile uridine derivatives.

AB - Sugar-protected 6-halouridine derivatives underwent Suzuki-Miyaura cross-coupling reactions with arylboronic acids in the presence of palladium(II) acetate as a catalyst, triphenylphosphine as a ligand, and sodium carbonate as a base. This methodology is applicable to both the C5- and C6-position of uridine and provides a direct access for versatile uridine derivatives.

KW - Boronic acid

KW - Cross-coupling

KW - Nucleoside

KW - Suzuki-Miyaura

KW - Uridine

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JF - Tetrahedron

IS - 21

ER -

Practical synthesis of 6-aryluridines via palladium(II) acetate catalyzed Suzuki-Miyaura cross-coupling reaction

Abstract

Keywords

ASJC Scopus subject areas

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