Palladium-catalyzed regioselective direct C-H arylation of pyrazolo [3,4-d]pyrimidines

被引：6

作者：

El Hafi, Mohamed ^{[1
,2
]}

Naas, Mohammed ^{[1
,2
]}

Loubidi, Mohammed ^{[2
]}

Jouha, Jabrane ^{[2
]}

Ramli, Youssef ^{[3
]}

Mague, Joel T. ^{[4
]}

Essassi, El Mokhtar ^{[1
]}

Guillaumet, Gerald ^{[2
]}

机构：

[1] Mohammed V Univ Rabat, Lab Chim Organ Heterocycl URAC 21, Pole Competences Phannacochim, BP 1014,Ave Ibn Batouta, Rabat, Morocco

[2] Univ Orleans, Inst Chim Organ & Analyt, UMR CNRS 7311, BP 6759, F-45067 Orleans 2, France

[3] Mohammed V Univ Rabat, Fac Med & Pharm, Lab Chim Therapeut, BP 6203,Ave Mohamed Belarbi El Alaoui, Rabat, Morocco

[4] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA

来源：

COMPTES RENDUS CHIMIE | 2017年 / 20卷 / 9-10期

关键词：

Nitrogenous bicycles; 1H-Pyrazolo[3,4-d]pyrimidines; C-H arylation; Regioselectivity; 1,10-Phenanthroline; Palladium; CROSS-COUPLING REACTIONS; ARYL HALIDES; DERIVATIVES; INHIBITORS; HETEROAROMATICS; HETEROARENES; ACTIVATION; DISCOVERY; POTENT; AGENTS;

D O I：

10.1016/j.crci.2017.06.004

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Nitrogenous bicycles are an apparently endless field of organic and biological research. In this study, we disclose an efficient pathway to the synthesis of the pyrazolo[3,4-d]pyrimidine scaffold in three steps from allopurinol. This key intermediate was engaged in the first example of regioselective C-H arylation catalyzed by palladium to access a library of 3-substituted-1-methyl-4-phenyl-1H-pyrazolo [3,4-d]pyrimidines. (C) 2017 Academie des sciences. Published by Elsevier Masson SAS.

引用

页码：927 / 933

页数：7

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