4-metalated condensed pyrimidines: their preparation and reaction with aldehydes under barbier-type conditions

FD Therkelsen, M Rottländer, N Thorup…

Index: Therkelsen, Frans D.; Rottlaender, Mario; Thorup, Niels; Pedersen, Erik Bjerregaard Organic Letters, 2004 , vol. 6, # 12 p. 1991 - 1994

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Citation Number: 26

Abstract

The organometallic intermediate obtained from halogen-metal exchanges of 4-iodo-6- phenylthieno [2, 3-d] pyrimidine under Barbier-type conditions was reacted with aldehydes to form the corresponding alcohols in moderate yields. The reaction involving an organolithium intermediate proceeded only at low temperature, whereas the reaction involving a magnesium ate intermediate also proceeded at room temperature. A crystal ...