Synlett

One or two-step bohlmann-rahtz heteroannulation of 6-aminouracil derivatives for the synthesis of pyrido [2, 3-d] pyrimidines

DD Hughes, MC Bagley

Index: Hughes, David D.; Bagley, Mark C. Synlett, 2002 , # 8 p. 1332 - 1334

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Citation Number: 14

Abstract

Abstract The Michael addition-cyclodehydration of a 6-aminouracil and alkynone proceeds to give 5-deazapterin derivatives with total control of regiochemistry. This simple and facile cyclocondensation process is catalyzed by zinc (II) bromide or ytterbium (III) trifluoromethanesulfonate at 110 C, providing the heteroannulated products in up to 94% yield.