Copper catalyzed arylation with boronic acids for the synthesis of N 1-aryl purine nucleosides

J. Jacob Strouse, Marjan Jeselnik, Frederick Tapaha, Colleen Jonsson, William B. Parker, Jeffrey B. Arterburn

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

The synthesis of a series of N1-aryl inosine and guanosine derivatives is described. The procedure for chemoselective N1- arylation involves the mild oxidative copper(II) mediated coupling with boronic acids. This approach provides access to substituted N1-aryl purines with interesting structural characteristics and novel scaffolds for drug discovery.

Original languageEnglish (US)
Pages (from-to)5699-5702
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number34
DOIs
StatePublished - Aug 22 2005

Fingerprint

Boronic Acids
Purine Nucleosides
Inosine
Purines
Guanosine
Drug Discovery
Scaffolds
Copper
Derivatives

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Copper catalyzed arylation with boronic acids for the synthesis of N 1-aryl purine nucleosides. / Strouse, J. Jacob; Jeselnik, Marjan; Tapaha, Frederick; Jonsson, Colleen; Parker, William B.; Arterburn, Jeffrey B.

In: Tetrahedron Letters, Vol. 46, No. 34, 22.08.2005, p. 5699-5702.

Research output: Contribution to journalArticle

Strouse, J. Jacob ; Jeselnik, Marjan ; Tapaha, Frederick ; Jonsson, Colleen ; Parker, William B. ; Arterburn, Jeffrey B. / Copper catalyzed arylation with boronic acids for the synthesis of N 1-aryl purine nucleosides. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 34. pp. 5699-5702.
@article{693231e731b642359ec442eb0e4ae97d,
title = "Copper catalyzed arylation with boronic acids for the synthesis of N 1-aryl purine nucleosides",
abstract = "The synthesis of a series of N1-aryl inosine and guanosine derivatives is described. The procedure for chemoselective N1- arylation involves the mild oxidative copper(II) mediated coupling with boronic acids. This approach provides access to substituted N1-aryl purines with interesting structural characteristics and novel scaffolds for drug discovery.",
author = "Strouse, {J. Jacob} and Marjan Jeselnik and Frederick Tapaha and Colleen Jonsson and Parker, {William B.} and Arterburn, {Jeffrey B.}",
year = "2005",
month = "8",
day = "22",
doi = "10.1016/j.tetlet.2005.06.083",
language = "English (US)",
volume = "46",
pages = "5699--5702",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "34",

}

TY - JOUR

T1 - Copper catalyzed arylation with boronic acids for the synthesis of N 1-aryl purine nucleosides

AU - Strouse, J. Jacob

AU - Jeselnik, Marjan

AU - Tapaha, Frederick

AU - Jonsson, Colleen

AU - Parker, William B.

AU - Arterburn, Jeffrey B.

PY - 2005/8/22

Y1 - 2005/8/22

N2 - The synthesis of a series of N1-aryl inosine and guanosine derivatives is described. The procedure for chemoselective N1- arylation involves the mild oxidative copper(II) mediated coupling with boronic acids. This approach provides access to substituted N1-aryl purines with interesting structural characteristics and novel scaffolds for drug discovery.

AB - The synthesis of a series of N1-aryl inosine and guanosine derivatives is described. The procedure for chemoselective N1- arylation involves the mild oxidative copper(II) mediated coupling with boronic acids. This approach provides access to substituted N1-aryl purines with interesting structural characteristics and novel scaffolds for drug discovery.

UR - http://www.scopus.com/inward/record.url?scp=22544485971&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=22544485971&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2005.06.083

DO - 10.1016/j.tetlet.2005.06.083

M3 - Article

VL - 46

SP - 5699

EP - 5702

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 34

ER -