Palladium-Catalyzed Direct Benzylation of Xanthines

Sophian Sahnoun; Samir Messaoudi; Jean Daniel Brion; Mouâd Alami

doi:10.1002/cctc.201000439

Palladium-Catalyzed Direct Benzylation of Xanthines

Sophian Sahnoun
, Samir Messaoudi
, Jean Daniel Brion
, Mouâd Alami

Université Paris-Saclay

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

Abstract

An efficient and versatile synthetic palladium-catalyzed sp² C, H bond activation approach for the preparation of a series of C8-benzyl xanthines has been developed using benzyl chlorides as coupling partners. The reactions take place rapidly in 1,4-dioxane and proceed in the presence of [PdCl₂(MeCN)₂]/P(o-tolyl)₃ as a catalyst system and Cs₂CO₃ as a base to afford good to excellent yields of the corresponding C8-benzylated xanthines of biological interest.

Original language	English
Pages (from-to)	893-897
Number of pages	5
Journal	ChemCatChem
Volume	3
Issue number	5
DOIs	https://doi.org/10.1002/cctc.201000439
Publication status	Published - 1 Jan 2011
Externally published	Yes

Keywords

CH activation
Chemoselectivity
Heterocycles
Inhibitors
Palladium

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10.1002/cctc.201000439

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abstract = "An efficient and versatile synthetic palladium-catalyzed sp2 C, H bond activation approach for the preparation of a series of C8-benzyl xanthines has been developed using benzyl chlorides as coupling partners. The reactions take place rapidly in 1,4-dioxane and proceed in the presence of [PdCl2(MeCN)2]/P(o-tolyl)3 as a catalyst system and Cs2CO3 as a base to afford good to excellent yields of the corresponding C8-benzylated xanthines of biological interest.",

keywords = "CH activation, Chemoselectivity, Heterocycles, Inhibitors, Palladium",

author = "Sophian Sahnoun and Samir Messaoudi and Brion, \{Jean Daniel\} and Mou{\^a}d Alami",

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doi = "10.1002/cctc.201000439",

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T1 - Palladium-Catalyzed Direct Benzylation of Xanthines

AU - Sahnoun, Sophian

AU - Messaoudi, Samir

AU - Brion, Jean Daniel

AU - Alami, Mouâd

PY - 2011/1/1

Y1 - 2011/1/1

N2 - An efficient and versatile synthetic palladium-catalyzed sp2 C, H bond activation approach for the preparation of a series of C8-benzyl xanthines has been developed using benzyl chlorides as coupling partners. The reactions take place rapidly in 1,4-dioxane and proceed in the presence of [PdCl2(MeCN)2]/P(o-tolyl)3 as a catalyst system and Cs2CO3 as a base to afford good to excellent yields of the corresponding C8-benzylated xanthines of biological interest.

AB - An efficient and versatile synthetic palladium-catalyzed sp2 C, H bond activation approach for the preparation of a series of C8-benzyl xanthines has been developed using benzyl chlorides as coupling partners. The reactions take place rapidly in 1,4-dioxane and proceed in the presence of [PdCl2(MeCN)2]/P(o-tolyl)3 as a catalyst system and Cs2CO3 as a base to afford good to excellent yields of the corresponding C8-benzylated xanthines of biological interest.

KW - CH activation

KW - Chemoselectivity

KW - Heterocycles

KW - Inhibitors

KW - Palladium

U2 - 10.1002/cctc.201000439

DO - 10.1002/cctc.201000439

M3 - Article

AN - SCOPUS:79958841320

SN - 1867-3880

VL - 3

SP - 893

EP - 897

JO - ChemCatChem

JF - ChemCatChem

IS - 5

ER -

Palladium-Catalyzed Direct Benzylation of Xanthines

Abstract

Keywords

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