Thiophenes containing an adjacent C≡C group as ligands for Pd-promoted organic reactions are reported for the first time. These ligands were utilized as catalytic sites and integrated into the skeleton of conjugated microporous polymers. By employing these CMP materials as selective regulators, oxidative Heck reactions between arylboronic esters and electronically unbiased alkenes provide highly selective linear products.
A cobalt/POL-PPh catalyzed ( E)-selective hydrosilylation of alkynes with PhSiH has been developed for the synthesis of ( E)-β-vinylsilanes with high regio- and stereoselectivity and wide functional group tolerance. It is the first report of using porous organic polymer as a recyclable regio- and stereoselective and efficient ligand in hydrosilylation reactions in which the polymer could be recycled numerous times in a continuous flow system without loss of activity and selectivity. The earth-abundant base-metal catalyst, coordinated by heterogeneous recyclable ligand, shows promise for industrial application.
A highly efficient AgOTf catalyzed [3,3] sigmatropic rearrangement/1,3-H shift/6π aza-electrocyclization cascade reaction of N-propargylic hydrazones has been developed. This method provides a new mild synthetic route to various polysubstituted 1,6-dihydropyridazines including the 3-CF3-substituted ones with high selectivity.
A novel method for the preparation of 5,6-dihydropyrazolo[5,1-a]isoquinoline via indium(III)-promoted halocyclizations of N-propargylic sulfonylhydrazones has been developed. The pyrazole and 3,4-dihydroisoquinoline moieties were synchronously formed via a cascade cyclization reaction using easily assembled open-chain compounds. The pyrazole and 3,4-dihydroisoquinoline moieties were formed via a cascade cyclization reaction using easily assembled open-chain compounds.
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