Reductive amination of 1-[3-(2-alkylbenzofuranyl)]-2-phenylethanones. Synthesis of 1-[3-(2-alkylbenzofuranyl)-2-phenylethylamines

Citation
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
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
55
Issue
6
Year of publication
2001
Pages
1113 - 1119
Database
ISI
SICI code
0385-5414(20010601)55:6<1113:RAO1S>2.0.ZU;2-O
Abstract
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.