Design and synthesis of aroylbenzodifurans as anti-implantation agents

Abstract

<span style="font-size:12.0pt;font-family: " times="" new="" roman";mso-fareast-font-family:"times="" roman";mso-ansi-language:="" en-in;mso-fareast-language:en-in;mso-bidi-language:ar-sa"="" lang="EN-IN">Bisaroylbenzodifurans namely, 3, 5-dimethyl-2, 6-dibenzoyl-(<b style="mso-bidi-font-weight:normal">3a</b>); 2, 6-di(4-methylbenzoyl)-(<b style="mso-bidi-font-weight:normal">3b</b>); 2, 6-di(4-chlorobenzoyl-(<b style="mso-bidi-font-weight:normal">3c</b>); 2,6-di(4-bromobenzoyl)-(<b style="mso-bidi-font-weight:normal">3d</b>); 2, 6-di-(4-nitrobenzoyl)-(<b style="mso-bidi-font-weight:normal">3e</b>); 2, 6-di-(4-phenylbenzoyI)-(<b style="mso-bidi-font-weight:normal">3f</b>) and 2, 6-di-(4- methoxybenzoyl)-(<b style="mso-bidi-font-weight:normal">3g</b>)-benzo[1,2-<i style="mso-bidi-font-style: normal">b</i>: <span style="mso-bidi-font-style:italic">5,4-<i>b'] </i>difurans have been synthesized by condensing resdiacetophenone with phenacyl bromide in (a) baked K₂CO₃,-dry acetone and (b) under phase transfer catalytic conditions. A comparison has been made between the two methods. PTC procedure is observed as an effective route for the synthesis of bisaroyl benzodifurans. All the seven compounds are screened for anti-implantation activity. <b style="mso-bidi-font-weight:normal">3a</b> is found to be active in preventing implantation in albino rats at 2 mg/kg/rat/day.</span></span>