DIRECT METALATION OF PYRIMIDINE - SYNTHESIS OF SOME 4-SUBSTITUTED PYRIMIDINES

被引：38

作者：

KRESS, TJ

机构：

[1] The Lilly Research Laboratories, Eli Lilly and Company, Indianapolis, Indiana

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 13期

关键词：

D O I：

10.1021/jo01327a007

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct metalation of 5-bromopyrimidine with lithium diisopropylamide afforded 4-lithio-5-bromopyrimidine. The intermediate lithiopyrimidine could be trapped by a variety of carbonyl compounds, giving 5-bromo-4-pyrimidine carbinols which were easily dehalogenated. The structure of each product was determined by NMR, mass spectra, and elemental analyses. The stability of the lithiopyrimidine was also examined. This simple two-step method represents a new method of entry into the 4-position of pyrimidine. © 1979, American Chemical Society. All rights reserved.

引用

页码：2081 / 2082

页数：2