H. Kwiecien et I. Bogdanska, Reductive amination of 1-[3-(2-alkylbenzofuranyl)]-2-phenylethanones. Synthesis of 1-[3-(2-alkylbenzofuranyl)-2-phenylethylamines, HETEROCYCLE, 55(6), 2001, pp. 1113-1119
1-[3-(2-Alkylbenzofuranyl)]-2-phenylethylamines were prepared by reduction
of 1-[3-(2-alkylbenzofuranyl)]-2-phenylethanone azines with amalgamated alu
minum. Two isomeric azines were separated from products of reaction of 1-[3
-(2-alkylbenzofuranyl)]-2-phenylethanones with hydrazine hydrate in ethanol
solution. On the other hand, instead of desired amine, aziridine derivativ
e was obtained by reduction of the mixture of (Z)- and (E)-1-[3-(2-butylben
zofuranyl)-2-(4-methoxyphenyl)]ethanone oximes with lithium aluminum hydrid
e. The reduction of 1-[3-(2-butylbenzofuranyl)]-2-phenylethanone hydrazone
with aluminium lead up to the corresponding imine.