Claims
- 1. A process for producing a compound of structural formula (A): ##STR11## wherein: the dotted line "a" is a single bond or double bond;
- R.sup.1 is H or CH.sub.3 ;
- R.sup.2 is H or CH.sub.3 ; and
- Ar is an unsubstituted mono- or di-substituted phenyl, naphthyl, or 5 or 6 membered heteroaromatic ring containing at least one member selected from the group consisting of: one ring oxygen atom, one ring sulfur atom, 1-4 ring nitrogen atoms, or combinations thereof; in which the heteroaromatic ring can also be fused with one benzo or heteroaromatic ring;
- produced by:
- treating a compound of structural formula (B): ##STR12## with Ar--OH and cesium carbonate in a polar aprotic solvent selected from DMSO, DM F, nitromethane, dioxane, THF, and acetonitrile, and wherein Ar is as defined above.
- 2. The process according to claim 1 for producing a compound of structural formula (13): ##STR13## wherein: the dotted line "a" is a single bond or double bond;
- R.sup.1 is H or CH.sub.3 ;
- R.sup.2 is H or CH.sub.3 ; and
- Ar is an unsubstituted or mono- or di-substituted phenyl, naphthyl, or 5 or 6 membered heteroaromatic ring containing at least one member selected from the group consisting of: one ring oxygen atom, one ring sulfur atom, 1-4 ring nitrogen atoms, or combinations thereof; in which the heteroaromatic ring can also be fused with one benzo or heteroaromatic ring;
- produced by:
- treating a compound of structural formula (12): ##STR14## with Ar--OH and cesium carbor ate in a polar aprotic solvent selected from DMSO, DMF, nitromethane, dioxane, THF, and acetonitrile, and wherein Ar is as defined above.
- 3. The process according to claim 2 wherein the solvent is DMSO.
- 4. The process according to claim 2 wherein Ar is selected from:
- unsubstituted or mono- or di-substituted phenyl, naphthyl, pyridyl, furyl, pyrrolyl, thienyl, isothiazolyl, imidazolyl, benzimidazolyl, tetrazolyl, pyrazinyl, pyrimidyl, quinolyl, isoquinolyl, benzofuryl, isobenzofuryl, benzothienyl, pyrazolyl, indolyl, isoindolyl, purinyl, carbazolyl, isoxazolyl, thiazolyl, oxazolyl, benzthiazolyl, and benzoxazolyl.
- 5. The process according to claim 4 wherein Ar is selected from:
- unsubstituted or mono- or di-substituted phenyl, naphthyl, pyridyl, pyrrolyl, pyrazinyl, pyrimidyl, and oxazolyl.
- 6. The process according to claim 5 wherein the dotted line "a" is a double bond;
- R.sup.1 is H;
- R.sup.2 is CH.sub.3 ;
- Ar is monosubstituted phenyl.
- 7. The process according to claim 6 wherein the phenyl substituent is selected from:
- (1) p-methylsulfonyl;
- (2) p-methyl;
- (3) p-trifluoromethyl;
- (4) p-chloro;
- (5) p-fluoro; and
- (6) p-hydroxy.
- 8. The process according to claim 7 wherein the phenyl substituent is p-methylsulfonyl.
CROSS REFERENCE TO RELATED APPLICATIONS
The present application claims priority of U.S. provisional application Ser. No. 60/085,449, filed May 14, 1998.
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