In the title compound, C(12)H(11)ClO(4), the propenoate C=C bond is in the Z configuration. The propenoate C=O and C=C groups are essentially coplanar [C=C-C=O torsion angle = 172.4 (3)°] with the O atom synperiplanar to the Cl atom. However, the π systems of the aromatic ring and chloro-propenoate substituent are not coplanar; the corresponding dihedral angle is 51.5 (1)°. The noncoplanarity i...

We have shown that CdS and CdSe nanoparticles can act as very efficient and highly chemoselective photocatalysts for the reduction of aromatic azides to aromatic amines. In several cases, the reaction proceeds with quantum yields near 0.5, which approaches the theoretical maximum for a two-electron process. The wide scope of the reaction was confirmed with compounds containing electron withdraw...

A Cu-catalyzed benzannulation reaction transforms ortho(arylene ethynylene) oligomers into ortho-arylenes. This approach circumvents iterative Suzuki cross-coupling reactions previously used to assemble hindered ortho-arylene backbones. These derivatives form helical folded structures in the solid-state and in solution, as demonstrated by X-ray crystallography and solution-state NMR analysis. D...

Aryldiazo substituents were used in nucleophilic aromatic substitution reactions of halogens. The Ph-N=N- group activates ortho fluorine atoms toward alkylthiolation under mild conditions. In contrast, the Me(2)N-C(6)H(4)-N=N- group has virtually no activation effect in nucleophilic aromatic substitution, and serves as a "neutral" mask for the amino group. The Ph-N=N- group was efficiently intr...

In the crystal structure of the title compound, C(14)H(15)NO(2)S, the amino H atom is trans to one of the O atoms of the SO(2) group. Furthermore, the N-H bond is anti to the ortho- and meta-methyl groups of the aromatic ring. The two aromatic rings are tilted relative to each other by 64.8 (1)°. The mol-ecules form zigzag chains along the a axis via inter-molecular N-H⋯O hydrogen bonds.

The intramolecular alpha-arylation of aldehydes via organo-SOMO catalysis was investigated using density functional theory (B3LYP and M06-2X functionals). The geometries, spin densities, Mulliken charges, and molecular orbitals of the reacting enamine radical cations were analyzed, and the nature of the resulting cyclized radical cation intermediates was characterized. In agreement with experim...

Abstract N-Aryl-1,2,3,4-tetrahydroisoquinolines are obtained via a convenient and short protocol with broad range of substituents on both aromatic rings high functional group tolerance. Starting from readily available ortho-brominated aldehydes primary amines, condensation these building blocks under reductive conditions gives N-aryl 2-bromobenzylamines. The C-3/C-4-unit the tetrahydroisoquinol...

Catalysis of the acylation aniline with 3-­hydroxy-2-naphthoic, 1-hydroxy-2-naphthoic, 2-hydroxy-1-naphthoic and 1-hydroxy-4-naphthoic acids by phosphorus P(III) silicon Si(IV) compounds leads to formation anilides corresponding hydroxy­naphthoic under mild conditions (ortho-xylene, 146.5–147 °C) in almost quantitative yield.
 Among trichloride tribromide; phosphorous, 1-hydroxyethyli­de­n...

Catalysis with phosphorus P(III) compo­unds (phosphorus trichloride and phospho­rous acid) in the acylation of aniline 3=hydroxy=2=naphthoic acid various media (toluene, octane, chlorobenzene, para=­xylene, ortho=xylene, ortho=chlorotoluene, mesitylene, pseudocumene, n.=deсan, ortho= di­chlo­ro­benzene, mixtures ortho=xylene nitrobenzene) upon boiling vigorous distillation water leads to format...

Divergent synthesis of indoles, oxindoles, isocoumarins and isoquinolinones is described in this report by using a general Pd-catalyzed tandem reaction of β-hydroxy carbonyl compounds with aryl halides bearing an ortho-nitro, -ester or -cyano substituent. A key retro-aldol/α-arylation reaction is involved that merges classic Pd cross-coupling chemistry with novel Pd-promoted retro-aldol C-C act...