Artigo Revisado por pares

Direct Clay‐Catalyzed Friedel ‐ Crafts Arylation and Chlorination of the Hydrocarbon Adamantane

1985; Wiley; Volume: 68; Issue: 5 Linguagem: Inglês

10.1002/hlca.19850680516

ISSN

1522-2675

Autores

S. CHALAIS, André Cornélis, André Gerstmans, Wacław Kołodziejski, Pierre Laszlo, Arthur Mathy, Pierre Métra,

Tópico(s)

Eicosanoids and Hypertension Pharmacology

Resumo

Abstract Multiple chlorinations and arylations at the tertiary positions of adamantane are promoted by FeCl 3 ‐doped K10 montmorillonite in CCl 4 or in aromatic solvents. The process, remarkably easy to implement, can be tailored to selective formation of monosubstituted 1‐adamantyl derivatives or 1,3‐disubstituted adamantanes. The process achieves alkylation at the meta ‐ and para ‐positions of toluene leading to a purely statistical distribution and displays no substrate specificity in competition experiments between toluene and benzene.

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