Abstract:

A novel and simple method for the preparation of 4-Methoxy-7H-Furo[3,2-g][1]benzopyran-7-one was proposed in this paper, which was synthesized from phloroglucinol and ethyl propiolate by etherification, iodination, Pechmann condensation, coupling reaction, hydrolysis and decarboxylation. Intermediates and the target compounds were characterized by IR, MS and 1H NMR. The proper technological parameters were ascertained by experiments and the feasibility of route to linear furanocoumarins by regioselective iodination, Pechmann condensation and coupling reaction were studied. All reactions were proceeded under normal pressure with mild condition and relatively simple post treatment, which is a new method for the preparation of furanocoumarins.

Key words: furanocoumarins, bergapten, phloroglucinol, total synthesis