Regioselective synthesis of 3,6-disubstituted-2-aminoimidazo[1,2-a]pyridines

被引：17

作者：

Jaramillo, C

Carretero, JC

de Diego, JE

del Prado, M

Hamdouchi, C

Roldán, JL

Sánchez-Martínez, C

机构：

[1] Ctr Invest Lilly, Madrid 28108, Spain

[2] Univ Autonoma Madrid, Fac Ciencias, Dept Quim Organ, E-28049 Madrid, Spain

[3] Lilly Corp Ctr, Lilly Res Labs, Indianapolis, IN 46385 USA

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 50期

关键词：

D O I：

10.1016/S0040-4039(02)02278-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A convenient synthesis of 3,6-disubstituted-2-aminoimidazo[1,2-a]pyridines 3 is described. A halogen-metal exchange Study on building block 1 showed that use of i-propyl magnesium chloride is most effective for chemoselective functionalization at position 6. Further regiospecific metalation at position 3, followed by quenching with different electrophiles, afforded target compounds. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：9051 / 9054

页数：4

共 50 条

[1] A facile access to 2-methylthio/alkoxy/amino-3-acylimidazo[1,2-a]pyridines based on cupric chloride promoted oxidative ring closure of α-oxoketene N,S-, N,O-, and N,N-acetals [J].