SYNTHESIS OF NOVEL CROWN-ETHERS .1. COUMESTAN AND COUMESTAN ANALOG DERIVATIVES OF CROWN-ETHERS

The presented ethylenedioxy compounds 5a, 5d, 6a and 6c are examples o f novel cyclic ethers, while macrocyclic polyethers represent new crow n ether analogues. New coumestan-crowns 5a-f, derivatives of 6, 7-dihy droxy-3, 4-dihydro-2H-dibenzofuran and 6, 7-dihydroxy-3, 3-dimethyl-3, 4-dihydro-2H-dibenzofuran-1-one 6a-e were synthesized from the corres ponding o-dihydroxy compounds 3a-b, 4a-b and ditosylates or dichloride s of di- or triethylene glycol in the presence of K2CO3, in DMF/H2O (1 5/1) solutions at 65-75 degrees C for 35 hours. The structure of the m acrocyclic ethers obtained were confirmed by H-1-NMR, C-13-NMR, IR spe ctra and elemental analyses.