A new and versatile class of cyclic diazodicarboxamides that reacts efficiently and selectively with phenols and the phenolic side chain of tyrosine through an ene-like reaction is reported. This mild aqueous tyrosine ligation reaction works over a broad pH range and expands the repertoire of aqueous chemistries available for small molecule, peptide, and protein modification. The tyrosine ligat...

Alder±ene reactions are a powerful way to construct carbon±carbon bonds. The intramolecular version of these reactions can provide efficient routes to produce a variety of heterocyclic and carbocyclic compounds.[1] Since the thermal Alder±ene reaction requires high temperature, it has found limited applications in organic syntheses. In contrast, transition-metal-catalyzed Alder±ene reactions ca...

Thiol-ene coupling interestingly allowed to synthesize reactive primary and multi-functional amines from renewable resources with high yield and in mild conditions. These syntheses were performed in two steps from triallyl pentaerythritol (PE-Al) by esterification of the hydroxyl function with a long or medium alkyl chain and thiol-ene coupling with the cysteamine hydrochloride on the allyl fun...

Cytochrome P450-dependent desaturation of the anticonvulsant drug valproic acid (VPA) results in formation of the hepatotoxin, 4-ene-VPA. Polytherapy with other anticonvulsants which are known P450 inducers increases the flux through this bioactivation pathway. The aim of the present study was to identify specific, inducible forms of human liver P450 which catalyze terminal desaturation of VPA....

A high yield of the tetraphosphaladderene, anti-tetraphosphatricyclo[4.2.0.0(2,5)]octa-3,7-diene, is obtained from reaction of the zirconocene 1,3-diphosphabicyclo[1.1.0]butane with Ph(2)SbCl(3) in THF or CH(2)Cl(2). Exploration of the reaction pathway using density functional theory suggests that an envelope-type adduct of Ph(2)SbCl and 1,3-diphosphabicyclo[1.1.0]butane plays a pivotal role in...

The title compound, C(21)H(18)N(2), was obtained as the product of the reaction between 9-ethyl-9H-carbazole-3-carbaldehyde and aniline in ethanol. The crystal packing is stabilized mainly by C-H⋯π inter-actions between the carbazole benzene rings and the methyl-ene H atoms.

Exposure of alpha-ene-VCPs to catalytic [Rh(dppm)]SbF(6) led to the discovery of a novel Rh(I)-catalyzed [3+2] reaction, which was shown to be efficient for the construction of 5/6- and 5/7-bicyclic compounds rather than the anticipated type II [5+2] products.

A domino process is described combining an ene reaction between two alkynes and a Diels-Alder cycloaddition of the vinylallene formed. The process accounts for the thermally induced cycloisomerization of macrocyclic triynes and enediynes to give fused tetracycles in a stereoselective manner.

The title compound, C(16)H(8)O(3), was synthesized by the Pd-coupling reaction of phenyl-acetyl-ene with 4-bromo-phthalic anhydride. The phenyl and isobenzofurane rings are nearly coplanar, forming a dihedral angle of 6.70 (10)°. In the crystal structure, centrosymmetrically related mol-ecules are linked into dimers by C-H⋯O hydrogen bonds.