ChemInform Abstract: SYNTHESIS OF SELENOCOUMARINS

Abstract

Aus den Zimtsäurechloriden (I) werden mit Selenophenol (II) die Selenophenylester (IIIa) und (IIIb) erhalten, von denen (IIIa) mit AlCl3 und Benzolabspaltung zu den Selenacumarinen (IVa) und (IVb) cyclisiert werden.

Heterocoumarins Are Selective Carbonic Anhydrase IX and XII Inhibitors with Cytotoxic Effects against Cancer Cells Lines

“…The selenophenyl cinnamate ( 2a – b ) needed for the synthesis of selenocoumarins was prepared by reduction of diselenides 1a – b with NaBH 4 to the corresponding selenolate, which was treated in situ with cinnamoyl chloride, affording the compounds 2a – b in excellent yield. Thus, in order to synthesize selenocoumarins 3a – b , derivatives 2a – b were treated with anhydrous AlCl 3 in chlorobenzene at 100 °C for 30 min to afford a red reaction mixture, which, after workup, furnished compounds 3a – b in rather good yield, as reported in Scheme .…”