Novel chiral 4,1-benzoxazepine-2,5-diones have been unusually synthesized in a single step by exploiting the chiral pool methodology. Substituted anthranilic acids afford N-acylanthranilic acids and (3R)-3-alkyl-4,1-benzoxazepines-2,5-dione upon coupling with α-chloroacids or α-bromoacids, respectively.

A novel one pot synthesis of pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine-diones, via a five-component reaction, involving, hydrazine hydrate, ethyl acetoacetate, and 1,3-dimethyl barbituric acid, an appropriate aryl aldehydes and ammonium acetate catalyzed via both of heterogeneous and homogeneous catalysis in water, is reported.

A chiral cooperative catalysis of NHC and Brønsted acid for a formal [4+2] reaction of unprotected isatins and enals was developed for the direct synthesis of unprotected spiro[indoline-3,2'-pyran]-2,6'(3'H)-diones in good to excellent yields (up to 95%) with high enantioselectivities (up to >93% ee).

T3P/DMSO is shown to be an effective and mild reagent for the one-pot synthesis of furo[2,3-d]pyrimidine-2,4(1H,3H)-diones from a variety of alcohols. Alcohols are oxidized in situ to aldehydes under mild conditions, which undergo a three-component reaction with N,N'-dimethylbarbituric acid and various isocyanides to afford furo[2,3-d]pyrimidine-2,4(1H,3H)-diones in good yields.

Chart 1) were reported to inhibit colon and lung tumors in a patent literature. Subsequently, we found that 3-aryl b-carbolin-1-ones (2) inhibit the proliferation of HeLa cells with IC50 values in the low micromolar range and that the aromatic substitution on C3 in 2 proved to be essential for their biological activity. To broaden the scope of previous studies, aryl-substituted 2-pyridone-conta...

The synthesis and enantiomeric features of 2-hydroxymethyl-tetrahydro-oxazolo[3,2-c]pyrimidine-5,7-(4H,6H)-diones (V) are. described. The diazomethane methylation of these bicyclic compounds afforded 2-hydroxymethyl-6-methyl-tetrahydro-oxazolo-[3,2-c]pyrimidine-5,7-(4H,6H)-diones (R)-(XXII) and (S)-(XXII), respectively. For the synthesis of (R)-V and (S)-V the respective 5-bromo-1-(2,3-dihydrox...

2,2,2-Trichloro-1-aryl-ethanones can be reduced by RMgX to the corresponding 2,2-dichloro-1-arylethen-1-olates and trapped with a range of electrophiles resulting in either reduction, reduction/aldol, reduction/Claisen condensation or reduction/aldol-Tishchenko products. In addition we demonstrate that 2,2-dichloro-1-arylethen-1-olates undergo counter-ion controlled Darzens condensations, which...

(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones previously shown to yield two products in reactions with tetrahydrofuran mediated by rhodium carbenes—tetrahydrofur-2-yl-substituted product of C-H insertion and spirocyclic formal C-O insertion. Accidentally, it was noted that the ratio depends on catalyst loading, phenomenon investigated detail. It found be preparative significance: solely changin...