Benzofuran systems. Regioselective bromination and some other reactions of 1-(3-benzofuranyl)-2-phenylethanones

Autor: Ernst Baumann, Halina Kwiecien
Rok vydání: 1998
Předmět:
Zdroj: Journal of Heterocyclic Chemistry. 35:1501-1503
ISSN: 1943-5193
0022-152X
DOI: 10.1002/jhet.5570350647
Popis: 1-[3-(2-Alkylbenzofuranyl)]-2-(3,5-dibromo-4-hydroxyphenyl)ethanones 5a,b and 1-[3-(2-alkylbenzofuranyl)-2-(3-bromo-4-methoxyphenyl)ethanones 3a,b were readily prepared by selective bromination of hydroxy 1a,b and methoxy 1c,d ethanones, respectively. A successful method of O-alkylamination of 5a with N-(2-chloroethyl)-N,N-diethylammonium chloride to 6a by a two-phase reaction under phase transfer conditions has been applied. Lithium aluminium hydride reduction of the carbonyl group of 1b to carbinol 4b was carried out in good yields.
Databáze: OpenAIRE