Pd -Catalyzed and Copper Assisted Regioselective Sequential C2 and C7 Arylation of Thiazolo[5,4-f]quinazolin-9(8H)-one with Aryl Halides

被引：23

作者：

Harari, Marine ^{[1
]}

Couly, Florence ^{[1
]}

Fruit, Corinne ^{[1
]}

Besson, Thierry ^{[1
]}

机构：

[1] Normandie Univ, UNIROUEN, INSA Rouen, CNRS,COBRA, F-76000 Rouen, France

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 13期

关键词：

H BOND FUNCTIONALIZATION; MEDIATED DIRECT ARYLATION; DIRECT CH ARYLATION; ORGANIC-SYNTHESIS; THIAZOLE DERIVATIVES; COCATALYTIC SYSTEM; DYRK1A INHIBITORS; ONE HETEROATOM; EFFICIENT; HETEROARENES;

D O I：

10.1021/acs.orglett.6b01552

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A selective functionalization of thiazolo[5,4-f]quinazolin-9(8H)-one has been developed through sequential activation of C-H bonds to furnish diarylated compounds. This strategy allows the regioselective C2 and C7 arylation by a judicious choice of coupling partners and bases, requiring no additional ligands or directing groups. Differently substituted N-8-benzylated-2,7-diaryl-thiazoloquinazolin-9(8H),ones were thereby obtained in a facile manner. A one-pot procedure was also performed. These protocols provide a synthetically useful route for late-stage functionalization of this highly valuable scaffold, required in drug discovery.

引用

页码：3282 / 3285

页数：4