A Novel Highly Site-Selective Synthesis of 2,4,7-Triarylpyrrolo[2,3-d]pyrimidines by a Combination of Palladium(0)-, Nickel(0)-, and Copper(I)-Catalyzed Cross-Coupling Reactions

被引：17

作者：

Urbonas, Rytis V. ^{[1
]}

Poskus, Vilius ^{[1
]}

Bucevicius, Jonas ^{[1
]}

Dodonova, Jelena ^{[1
]}

Tumkevicius, Sigitas ^{[1
]}

机构：

[1] Vilnius State Univ, Fac Chem, Dept Organ Chem, LT-03225 Vilnius, Lithuania

来源：

SYNLETT | 2013年 / 24卷 / 11期

关键词：

arylation; cross-coupling; heterocycles; transition metals; catalysis; desulfitative C-arylation; HALOGENATED NITROGEN; GRIGNARD-REAGENTS; DERIVATIVES; FUNCTIONALIZATION; SUBSTITUENTS; HETEROCYCLES; PYRIMIDINES; NUCLEOSIDES; ANTAGONISTS; INHIBITORS;

D O I：

10.1055/s-0033-1338951

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient highly site-selective synthesis of 2,4,7-triarylpyrrolo[2,3-d]pyrimidines from 4-chloro-2-methylthiopyrrolo[2,3-d]pyrimidine has been developed. The proposed synthetic pathway is based on three sequential arylation reactions: Suzuki coupling at position 4 of pyrrolo[2,3-d]pyrimidine, copper(I)-catalyzed N(7)-arylation and nickel(0)-catalyzed desulfitative reaction of 2-methylthio group with aryl Grignard reagents.

引用

页码：1383 / 1386

页数：4

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