An exceptionally mild method for the preparation of isatin derivatives has been developed using a sulfur ylide mediated carbonyl homologation sequence starting from anthranilic acid precursors. This method proceeds at ambient temperature via a sulfur ylide intermediate without the need for protection of the amine or chromatographic isolation of the intermediate ylide. Gentle oxidation of the su...

Reaction of dibenzoylmethane with (diacetoxyiodo)benzene in the presence of KOH in MeCN quantitatively gave the corresponding iodonium ylide, which was treated with a HF reagent to afford the corresponding 2-fluorinated dibenzoylmethane in 14-50% yields. The similar reaction of the iodonium ylides obtained from 1-phenylbutan-1,3-dione, ethyl benzoylacetate, and ethyl p-nitrobenzoylacetate with ...

This work presents the highly efficient photodynamic combat of viruses by employing three isoquinolinium-based photosensitizers with aggregation-induced emission characteristics.

The metalated ylide YNa [Y=(Ph3 PCSO2 Tol)- ] was employed as X,L-donor ligand for the preparation of a series of boron cations. Treatment of the bis-ylide functionalized borane Y2 BH with different trityl salts or B(C6 F5 )3 for hydride abstraction readily results in the formation of the bis-ylide functionalized boron cation [Y-B-Y]+ (2). The high donor capacity of the ylide ligands allowed th...

In the title ylide, C(31)H(28)ClO(2)P [common name α-acetyl-α-p-chloro-benzoyl-methyl-enetri(p-tol-yl)phospho-rane], the dihedral angle between the 4-chloro-phenyl ring and that of the ylide moiety is 66.15 (10)°. The geometry around the P atom is slightly distorted tetra-hedral [angle range = 105.22 (8)-115.52 (9)°] and the carbonyl O atoms are syn-oriented with respect to the P atom. The ylid...

Practical stereoselective synthetic routes to the antihistaminic drug olopatadine and its E-isomer have been developed, the key steps being a trans stereoselective Wittig olefination using a nonstabilized phosphorus ylide and a stereoselective Heck cyclization. The stereoselectivity of the Wittig reaction depends on both the phosphonium salt anion and the cation present in the base used to gene...

Three types of small ring compounds (epoxides, aziridines and cyclopropanes) can be synthesized stereoselectively via ylide route. Among them, the stereochemistry of vinyloxiranes, vinylaziridines, cyclopropylesters, amides and ketones can be tuned by the choice of reaction conditions and ylides with varying heteroatoms and ligands. Optically active epoxides and acetylenylaziridines can be prep...

Phthalimide reacted with phenacyl bromide under microwave irradiation to yield phenacyl isoindolidene-1,3-dione (3b), while 3a reacted with phenylhydrazine to yield the phenylhydrazone 4 that was readily converted into indoylphthalimide 8. Similarly N-benzotriazolylacetone (6a) reacted with phenyl hydrazine to yield the phenylhydrazone 7a that was converted into indoylbenzotriazole 9. Treatment...