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

25 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

Access to Document

10.1016/j.tet.2011.03.051

Cite this

@article{c942771b4fe045e2950d991d89fc0c1c,

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. ",

year = "2011",

month = may,

day = "27",

doi = "10.1016/j.tet.2011.03.051",

language = "English",

volume = "67",

pages = "3915--3923",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "21",

}

TY - JOUR

T1 - Practical synthesis of 6-aryluridines via palladium(II) acetate catalyzed Suzuki-Miyaura cross-coupling reaction

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

UR - https://www.scopus.com/pages/publications/79955666014

UR - https://www.scopus.com/pages/publications/79955666014#tab=citedBy

U2 - 10.1016/j.tet.2011.03.051

DO - 10.1016/j.tet.2011.03.051

M3 - Article

AN - SCOPUS:79955666014

SN - 0040-4020

VL - 67

SP - 3915

EP - 3923

JO - Tetrahedron

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

Access to Document

Other files and links

Fingerprint

Cite this