Palladium-catalyzed polyhetero-Claisen rearrangement of 2-(allylthio) pyrimidin-4 (3H)-ones

M Mizutani, Y Sanemitsu, Y Tamaru…

Index: Mizutani, Masato; Sanemitsu, Yuzuru; Tamaru, Yoshinao; Yoshida, Zen-ichi Journal of Organic Chemistry, 1985 , vol. 50, # 6 p. 764 - 768

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Citation Number: 31

Abstract

The regioselective SN allylic transposition of 2-(allylthio) pyrimidin-4 (3H)-ones (3) has been performed by catalysis of Pd (I1) salts. Generally the rearrangement gives the N-1 alkylation product predominantly over the N-3 alkylation product. Substituents at the 6-position of 3 reverse the selectivity. Both N-1 and N-3 rearrangement products were transformed to thiazolopyrimidones.