An efficient synthesis of tri-O-methylated resveratrol is presented using an advanced Heck reaction promoted by Pd(dba)(2) in the presence of P(t-Bu)(3).

The carbon-carbon bond forming process is one of the most important transformations in organic synthesis aimed at the construction of complex molecules. In this regard, the Heck reaction poses as a pivotal synthetic methodology widely used for the formation of carbon-carbon bonds starting from olefins and an electrophile. An alternative of growing importance to the conventional Heck reaction wa...

The palladium metal is the most frequently used metal because of its excellent catalytic efficiency and most flexible varying oxidation state. So,  we report  that palladium nanoparticles (Pd NPs) stabilized by a ligand (o-vanilindiphenylethanedionedihydrazone, L)  using reverse micelles method have been synthesized, while all particles are in spherical shape and ranging between 10 and...

In a Heck reaction using multi-substituted alkenes, the initial syn-carbopalladation sets two vicinal stereocenters by virtue of the migratory insertion process. Unfortunately, the resultant Pd–alkyl undergoes facile b-hydride elimination, which generally eliminates the stereochemistry imparted by migratory insertion. Recently, we have reported a modern variant of the Heck reaction, wherein the...

A palladium-catalyzed three-component reaction of N-tosylhydrazone, norbornene and aryl halide has been demonstrated. In this reaction, an intermolecular Heck-type reaction occurs, which is followed by the alkyl palladium carbene migratory insertion process. This transformation provides an efficient and convenient methodology for the double functionalization of norbornene with good to excellent...

A series of general and selective Pd(II)-catalyzed Heck reactions were investigated under mild reaction conditions. The first protocol has been developed employing an imidazole-based secondary phosphine oxide (SPO) ligated palladium complex (6) as a precatalyst. The catalytic coupling of aryl halides and olefins led to the formation of the corresponding coupled products in excellent yields. A v...