A Pd-catalyzed asymmetric synthesis of Si-stereogenic dibenzosiloles is developed through enantioselective C-H bond functionalization of prochiral 2-(arylsilyl)aryl triflates. High chemo- and enantioselectivities are achieved by employing a Josiphos-type ligand under mild conditions.
FeCl3-mediated oxidative fusion of meso-linked dibenzo[a,g]corannulene-porphyrin dyads 6M afforded fused porphyrins 7M bearing a five-membered ring connection, but similar oxidation of β-linked dyads 9M provided fused porphyrins 10M bearing a six-membered ring connection, both in a regiospecific manner. While fused dyads 10M exhibit modestly red-shifted absorption and fluorescence profiles, fused dyads 7M display characteristically red-shifted absorption bands reflecting antiaromatic dehydropurpurin electronic networks.
Enantioselective direct aldol reaction of α-substituted nitroacetates with aqueous formaldehyde for the synthesis of α-alkyl serines has been achieved under base-free neutral phase-transfer conditions with a bifunctional chiral phase-transfer catalyst.
FeCl3 in combination with t-BuOOt-Bu as an oxidant was found to catalyze oxidative coupling of alkylamines with arenes, nitroalkanes, and 1,3-dicarbonyl compounds to give arylmethylamines, β-nitroalkylamines, and 2-(aminomethyl)-1,3-dicarbonyl compounds, respectively.
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