Functionalization by metallation of fluoropyrazine.: Diazines -: XXI.

被引：21

作者：

Plé, N ^{[1
]}

Turck, A ^{[1
]}

Heynderickx, A ^{[1
]}

Quéguiner, G ^{[1
]}

机构：

[1] INSA, IRCOF, Lab Chim Organ Fine & Heterocycl, UPRESA 6014, F-76131 Mt St Aignan, France

来源：

TETRAHEDRON | 1998年 / 54卷 / 19期

关键词：

D O I：

10.1016/S0040-4020(98)00173-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lithiation of fluoropyrazine followed by quenching with various electrophiles was successfully achieved and was used to synthesize new pyrazine derivatives. A further lithiation of 2-fluoro-3-substituted pyrazines allowed access to 2,3,6-trisubstituted pyridazine derivatives. As an application, a one-pot synthesis of a quinuclidinylfluoropyrazine has been performed. When the 3-substituent bears a TMS protected alcohol, functionalization via metallation at C-5 position provides tetrasubstituted pyrazines in good yield. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：4899 / 4912

页数：14

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