Volume 18, Issue 35
Organoelement Compounds
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ChemInform Abstract: Synthesis of 5-Substituted Pyrimidines Through ortho-Directed Lithiation Reactions.

A. WADA

A. WADA

Fac. Pharm. Sci., Hokuriku Univ., Kanazawa 920-11, Japan

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J. YAMAMOTO

J. YAMAMOTO

Fac. Pharm. Sci., Hokuriku Univ., Kanazawa 920-11, Japan

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S. KANATOMO

S. KANATOMO

Fac. Pharm. Sci., Hokuriku Univ., Kanazawa 920-11, Japan

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First published: September 1, 1987

Abstract

Lithiation of the pyrimidines (I) and (VI) with the lithium piperidide (II) and subsequent reaction with the electrophiles (III) form the 5-substituted pyrimidines (IV) and (VII).

ChemInform Abstract

Lithiation of the pyrimidines (I) and (VI) with the lithium piperidide (II) and subsequent reaction with the electrophiles (III) form the 5-substituted pyrimidines (IV) and (VII). In the case of ethyl acetate (IIIc), the β-hydroxy ester (V) is the main product. The sterically hindered pivaloyl derivative (VIf) yields only the 2-substituted pyrimidine (VIII).

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