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Aryl-substituted heteroaromatics (III) are obtained under optimized conditions employing aqueous and alcoholic media without the use of base, additives or co-catalysts.

Two sets of reaction conditions for the oxidative dimerization of aryl sulfinates to symmetrical biaryls using PdCl2 JohnPhos as the catalyst are presented.

The reaction yields strongly depend on the electronic nature of the aryl sulfonamide as well as of the aryl bromides employed.

All products are investigated for their capacity of modulating IAPP amyloid fibril formation with the thioflavin T fluorescence-based assay.

A ligand free Pd-catalyzed process is presented to allow the synthesis of biphenyls by desulfinylative cross-coupling of aryl sulfinates with aryl bromides.

This letter describes the development of an environmentally benign palladium-catalyzed cross-coupling reaction using heteroaromatic sulfinates as nucleophilic coupling partners in aqueous media. This method accesses aryl-substituted heteroaromatics in very good yields chemoselectively without the need for base, additives or co-catalysts.

An efficient and environmentally benign palladium-catalyzed protocol for the synthesis of aryl-substituted heteroaromatics using a sulfinate as a nucleophilic coupling partner is developed.

Optimized conditions are developed to provide the synthesis of biphenyls by Pd(0)-catalyzed coupling.

A regioselective C—H activation approach is used to prepare biologically relevant title compounds.

A full overview of the decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides is described. This transformation employs palladium catalysts with short reaction times providing facile synthesis of aryl-substituted heteroaromatics. The effect of each reaction parameter including solvent, base, and additive employed as well as the full substrate scope of this transformation are reported. Mechanistic evidence is also disclosed that sheds light on possible reaction pathways.

The addition of vinyl, aryl and alkynyl Grignard reagents to propargyl alcohols for the direct synthesis of dihydroxydienes ( 7 ), furans ( 9 ), butenolides ( 10 ) and enediyne alcohols ( 11 ) from a one-pot reaction involving a putative magnesium chelate intermediate ( 3 ) is described. Treatment of 5-bromo-1,3-pentadiene with indium metal in the presence of carbonyl compounds resulted in γ-pentadienylation to generate 1,4-dienes ( 30 ). Dehydration afforded cross-conjugated trienes ( 31 ) for tandem Diels–Alder reactions, while the alcohol product ( 34 ) from an unsaturated aldehyde after oxy-Cope rearrangement afforded the 1,4-diene product ( 35 ) and ultimately hydrindane ( 36 ).

A concise synthesis of heteroaryl dibenzopyranones 9a,b, 10a,b, 11a−c, and 12a−c has been achieved by the LDA-induced migration of heterobiaryl O-carbamates 18, 21, 25, and 30 which, in turn, were prepared in good yield using a combined directed ortho lithiation (DoM)−transition-metal-catalyzed Suzuki cross-coupling strategy. An efficient and general route to a wide variety of heterocycles including coumestans 19a,c and the previously unknown isothiocoumestan ring system 22b has been thereby achieved.

The beneficial influence of cis-isopropylidene acetal tether control groups, to facilitate the asymmetric synthesis of substituted decalins by intramolecular Diels−Alder reactions, is described. Compared to trans-acetonides, these cases proceed under milder conditions to afford the cis-fused adducts from an endo transition state. An unusual acetonitrile solvent effect exerts a dramatic influence on the diastereoselectivity. This strategy leads to the chiral nonracemic bicyclo[4.4.0]decane core of diverse natural products.