The stereoselective formation of tetrasubstituted alkenes remains one the key goals modern organic synthesis. In addition to other methods, synthesis can be achieved by means cross-coupling reactions electrophilic and nucleophilic alkene templates. use templates for has previously been described. Therefore, present review summarizes procedures available preparation using stable isolable

Despite their potential applications in both medicinal chemistry and materials science, there have been limited reports on the functionalization of 2,1-borazaronaphthalenes since their discovery in 1959. To access new chemical space and build molecular complexity, the Suzuki-Miyaura cross-coupling of brominated 2,1-borazaronaphthalenes has been investigated. The palladium-catalyzed cross-coupli...

The Suzuki-Miyaura cross-coupling is a metal-catalysed reaction in which boron-based nucleophiles and halide-based electrophiles are reacted to form a single molecule. This is one of the most reliable tools in synthetic chemistry, and is extensively used in the synthesis of pharmaceuticals, agrochemicals and organic materials. Herein, we report a significant advance in the choice of electrophil...

The first access to N-1, N-4 disubstituted pyrrolo[2,3-d][1,2,3]triazoles is reported. series were generated using a “one-pot” MCR, leading single regioisomer of the attempted heteroaromatic skeleton in good yields. Next, functionalization C-5 and C-6 positions was investigated. (Het)aryl groups introduced at regioselective electrophilic brominations followed by Suzuki–Miyaura cross coupling re...

An efficient Pd-catalyzed one-pot desulfinative cross-coupling to access medicinally relevant di(hetero)arylmethanes is reported. The method reductant-free, and involves a sulfinate transfer reagent Pd-catalyst mediating the union of two electrophilic coupling partners; (hetero)aryl halide benzyl halide. We establish for first time that sulfinates, generated in situ, undergo with halides genera...

2-Diazo-1-phenyl-2-((trifluoromethyl)sulfonyl)ethan-1-one (diazo-triflone) (2) is not only a building block but also a reagent. In this study, diazo-triflone, which was originally used for the synthesis of β-lactam triflones as a trifluoromethanesulfonyl (SO2CF3) building block under catalyst-free thermal conditions, is redisclosed as an effective electrophilic trifluoromethylthiolation reagent...

Abstract Azobenzenes are among the most extensively used molecular switches for many different applications. The need to tailor them required task often requires further functionalization. Cross-coupling reactions ideally suited late-stage modifications. This review provides an overview of recent developments in modification azobenzene and its derivatives by cross-coupling reactions. 1 Introduc...

The direct α-heteroarylation of tertiary amines has been accomplished via photoredox catalysis to generate valuable benzylic amine pharmacophores. A variety of five-and six-membered chloroheteroarenes are shown to function as viable coupling partners for the α-arylation of a diverse range of cyclic and acyclic amines. Evidence is provided for a homolytic aromatic substitution mechanism, in whic...

A combination of visible light photocatalysis and gold catalysis is applied to a ring expansion-oxidative arylation reaction. The reaction provides an entry into functionalized cyclic ketones from the coupling reaction of alkenyl and allenyl cycloalkanols with aryl diazonium salts. A mechanism involving generation of an electrophilic gold(III)-aryl intermediate is proposed on the basis of mecha...