PALLADIUM-CATALYZED REACTION OF METHYL 5-AMINO-4-CHLORO-2-METHYLTHIOPYRROLO[2,3-d]-PYRIMIDINE-6-CARBOXYLATE WITH ARYLBORONIC ACIDS. SYNTHESIS OF 1,3,4,6-TETRAAZADIBENZO[cd,f]-AZULENE HETEROCYCLIC SYSTEM

被引：3

作者：

Dodonova, J. ^{[1
]}

Uogintaite, I. ^{[1
]}

Masevicius, V. ^{[1
]}

Tumkevicius, S. ^{[1
]}

机构：

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

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2010年 / 46卷 / 09期

关键词：

arylboronic acids; pyrrolo[2,3-d]pyrimidines; 1,3,4,6-tetraazadibenzo[cd,f]azulene; palladium catalysis; Suzuki-Miyaura reaction; CROSS-COUPLING REACTIONS; HALOGENATED NITROGEN; CYTOSTATIC ACTIVITY; DERIVATIVES; NUCLEOSIDES; PYRIMIDINES; INHIBITORS; ARYLATION; OXYGEN; SAR;

D O I：

10.1007/s10593-010-0636-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Densely substituted methyl 5-amino-4-aryl-7-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylates were synthesized by the palladium-catalyzed cross-coupling reaction of methyl 5-amino-4-chloro7-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate with arylboronic acids using Pd(OAc)(2)/dicyclohexyl(2-biphenyl) phosphine/K3PO4 as a catalyst system. Reaction of methyl 5-amino4-chloro-7-methyl-2-methylthio-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylate with 2-formylphenylboronic acid led to a novel heterocyclic system - 1,3,4,6-tetraazadibenzo[cd,f] azulene.

引用

页码：1122 / 1126

页数：5

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