A highly selective hydrophosphorylation of terminal alkynes was developed for the preparation ofE-alkenylphosphorus compounds. Mechanistic investigations disclosed the deprotonation–protonation equilibrium of terminal alkynes and P(O)H compounds during this process.
21 October 2022 in Organic & Biomolecular Chemistry
A controllable and rapid synthesis of disulfides and thiosulfonates from sodium sulfinates mediated by hydroiodic acid is presented for the first time. In these reactions, ethanol and H2O were employed as solvents to generate different products.
An organobase-catalyzed 1,1-diborylation of terminal alkynes from propargylic derivatives with B2oct2 is first reported, providing 1,1-diborylalkene products with high efficiency. The catalytic pathway is well postulated on the basis of DFT calculations.
α,β-Unsaturated esters are key structural motifs widely distributed in various biologically active molecules, and their Z/E-stereoselective synthesis has always been considered highly attractive in organic synthesis.
Methodologies for the effective fabrication of phosphinothioates, phosphonothioates, and phosphorothioates have always been of great interest due to their widespread application in many research fields. We present here a solvent-free reaction system for the synthesis of above compounds without any catalysts or additives, directly using disulfides with diarylphosphine oxides, dialkylphosphites, and phosphinates as substrates. Most of the target compounds were obtained in nearly quantitative yields by heating at 50 °C for 5–10 min or stirring at room temperature for 3 h. The products were efficiently separated via a water extraction operation, simultaneously recovering the by-product thiols. This mild and practical coupling protocol was also employed to prepare phosphinoselenoates from the corresponding diselenides with good yields.