Stannylation in the electrophilic 2-and 4/6-pyrimidine position and the use of Stannylpyrimidines in coupling and Tin-lithium exchange reactions.

J Sandosham, K Undheim

Index: Sandosham, Jessie; Undheim, Kjell Tetrahedron, 1994 , vol. 50, # 1 p. 275 - 284

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Citation Number: 39

Abstract

2-Stannylpyrimidines have been prepared by stannyl anion substitution in 2- chloropyrimidines. Stannylation in the 4-position was via the iodo-derivative or via the 4- lithio derivative and lithium-tin transmetallation. Tin-lithium exchange in the 2-position resulted in 2-lithiopyrimidine. Ketones were formed from the stannylpyrimidines and acid chlorides, aryl bromides required Pd-catalysis for coupling reaction.