Aminomethyl psoralens. Electrophilic substitution of hydroxymethylphthalimide on linear furocoumarins

ND Heindel, M Choudhuri, J Ressner…

Index: Heindel; Choudhuri; Ressner; Foster Journal of Heterocyclic Chemistry, 1985 , vol. 22, # 1 p. 73 - 76

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Citation Number: 8

Abstract

Abstract A new synthetic route to aminomethylpsoralens, substituted on the furan-ring, has been developed by electrophilic substitution of N-hydroxymethylphthalimide and subsequent hydrazinolysis. Hydroxy and methoxy activating functions on the psoralens lead to multi-site substitution and the products of these phthalimido-methylations resist simple cleavage with hydrazine. The two-step introduction of a single CH 2 NH 2 group is ...