On the basis of the increase in lipophilicity, novel benzannelated six-and seven-membered derivatives have been synthesized, starting from 2-hydroxybenzyl alcohols, 2- hydroxybenzaldehydes, and catechol. The X-ray structure of (RS)-1-(2, 3-dihydro-5H-1, 4- benzodioxepin-3-yl)-5-fluorouracil (5) is presented and compared with its conformational analysis at the semiempirical (AM1) and ab initio (6-31G∗) levels and NOE effects. A good ...