Switching the Chemoselectivity in the Amination of 4-Chloroquinazolines with Aminopyrazoles

被引：19

作者：

Shen, Zhenlu ^{[1
]}

Hong, Yiming ^{[1
]}

He, Xiaofei ^{[1
]}

Mo, Weimin ^{[1
]}

Hu, Baoxiang ^{[1
]}

Sun, Nan ^{[1
]}

Hu, Xinquan ^{[1
,2
]}

机构：

[1] Zhejiang Univ Technol, Coll Chem Engn & Mat Sci, Hangzhou 310014, Zhejiang, Peoples R China

[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 03期

基金：

中国国家自然科学基金;

关键词：

PALLADIUM-CATALYZED AMINATION; CROSS-COUPLING REACTIONS; SELECTIVE INHIBITORS; ARYL BROMIDES; N-ARYLATION; KINASE; POTENT; DISCOVERY; LIGANDS; QUINAZOLINES;

D O I：

10.1021/ol902759k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The chemoselectivity in the amination of 4-chloroquinazolines with 3-amino-1-pyrazoles was studied. Under the conditions of Pd-2(dba)(3)/Xantphos/Na2CO3, 4-chloroquinazolines underwent selective amination with the cyclic secondary amino group of 3-amino-1H-pyrazoles, whereas 4-chloroquinazolines were exclusively aminated with the primary amino group of 3-amino-1H-pyrazoles via SNAr substitution in the presence of HCI.

引用

页码：552 / 555

页数：4

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