Two New Methodologies for the Deoxygenation and Reduction of Nitrones Based on the Use of Lithium and DTBB (cat.) ‡
31 December 2001 (online)
A variety of nitrones undergo deoxygenation when treated with an excess of lithium powder and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB) (10 mol%) in THF at room temperature to give the corresponding imines. The Li/DTBB system, when combined with nickel(II) chloride dihydrate allows the reduction of a series of nitrones to secondary amines. The use of the deuterium oxide-containing nickel(II) salt transforms the starting nitrones to deuterated secondary amines.
nitrones - deoxygenation - reduction - nickel - Li/DTBB - imines - amines