Kondoh, Azusa published the artcileFormal umpolung addition of phosphites to 2-azaaryl Ketones under chiral Broensted base catalysis: enantioselective protonation utilizing [1,2]-phospha-Brook rearrangement, Computed Properties of 100-70-9, the main research area is phosphite azaaryl ketone Broensted base enantioselective phospha Brook rearrangement; enantioselective protonation; organocatalysis; organosuperbase; phospha-Brook rearrangement; umpolung.
The formal enantioselective umpolung addition of dialkyl phosphites to 2-azaaryl ketones was developed under Broensted base catalysis. The reaction involved the enantioselective protonation of the transient α-oxygenated (2-azaaryl)methyl anion generated through the 1,2-addition of the anion of dialkyl phosphite to the 2-azaaryl ketone and the subsequent [1,2]-phospha-Brook rearrangement. A chiral bis(guanidino)iminophosphorane organosuperbase efficiently catalyzed the reaction to provide enantio-enriched phosphates in high yields with good to high enantioselectivities. This is a rare example of the catalytic enantioselective protonation of transient carbanions other than enolates, constructing a trisubstituted stereogenic center α to 2-azaarenes.
Chemistry – A European Journal published new progress about 1,2-Addition reaction. 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Computed Properties of 100-70-9.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts