Picolinamide has first been employed as a traceless directing group for the cobalt-catalyzed oxidative annulation of benzylamides with alkynes to synthesize isoquinolines through C-H/N-H bonds activation. Oxygen is used as a terminal oxidant. This protocol exhibits good functional group tolerance and excellent regioselectivity. Both terminal and internal alkynes can be efficiently applied to this catalytic system as substrates.
A novel strategy to 4(3H)-quinazolinones from ketoalkynes and o-aminobenzamides through C–C triple bond fragmentation and two C–N bond formations under external oxidant and metal free conditions.
A convenient "one-pot" base-promoted synthesis of polysubstituted pyridines from 1-arylethylamines and ynones through the direct β-C(sp(3))-H functionalization of enaminones under metal-free conditions has been developed. An intermolecular Michael addition reaction and an intramolecular condensation were involved in this procedure, which features high regioselectivity, high efficiency, and environmental friendliness. Various polysubstituted pyridines were provided in up to 92% yield for 34 examples.
Amethod for the regiodivergent and stereoselective hydrosilylation of the basic industrial feedstocki soprene with unactivated silanes has been developed using earth-abundant iron catalysts.T he manipulation of regioselectivity relies on fine modification of the coordination geometry of the iron center.W hile ab identate pyridine imine ligand promoted the formation of allylic silanes through 4,1-addition, selectivity for the 3,4-adduct homoallylic silanes was observed with atridentate nitrogen ligand. Experimental studies and analysis were carried out to elucidate the reaction mechanism and the factors enabling manipulation of the regioselectivity.T his study contributes to the art of regioselectivity control in alkene hydrofunctionalization.
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