Ruthenium-catalysed oxidative coupling of vinyl derivatives and application in tandem hydrogenation

Abstract

The first ruthenium-catalyzed oxidative homo- and cross-coupling of exclusive vinyl derivatives giving highly valued 1,3-diene building blocks is reported. The catalytic system is based on readily available reagents and it...

Transition metal-catalyzed double Cvinyl–H bond activation: synthesis of conjugated dienes

“…In 2021, Gramage-Doria and co-workers 120 displayed a methodology for the synthesis of 1,3-dienes via a weakly coordinating ketone group directed Ru( ii )-catalyzed oxidative homo-/cross-coupling reaction of vinyl compounds 198 and 199 (Scheme 88). The reaction was performed with various vinylic compounds in the presence of catalytic combination of 5 mol% [RuCl 2 ( p -cymene) 2 ] & 20 mol% AgSbF 6 , and 1 equiv.…”

Ruthenium‐Catalyzed Sulfoalkenylation of Acetanilides and Dual‐Use of the Catalyst Directing Group

“…Very recently a systematic investigation into the Ru-catalyzed alkenylation of aromatic ketones with allyl sulfones was published. [52] In light of ample literature precedence for the superior performance of the RuÀ CuÀ Ag-catalyst system in alkenylation reactions, [22][23][25][26]29,[42][43]45,[53][54][55][56][57][58] we decided to confine our efforts to these conditions and first explore the scope of the coupling for phenyl vinylsulfone (1 a) and various ortho-, meta-and parasubstituted acetanilides 2 (Scheme 2). Apart from ortho-nitroacetanilide (2 n) all other acetanilides undergo a dehydrogenative coupling with 1 a in moderate to fair yields.…”

Selective Palladium(II)‐Catalyzed Dimerization of Styrenes and Acrylates in Molten Tetrabutylammonium Acetate as an Ionic Liquid

“…Reactions are usually carried out in a polar solvent such as water or acetic acid, but also classic organic solvents and both homogeneous and heterogeneous palladium catalysts (recently also other metals) are known. [1][2][3]7,8,12,14,15] First examples of reactions were carried out with stoichiometric amounts of palladium and date back to the early '60 s. [4][5][6] Next, from a mechanistic perspective, the process generated much interest. [16] Several kinetic studies were conducted, and many efforts have been made to make the method purely catalytic.…”