Regioselectivity of conjugate additions to monoalkyl-1,4-benzoquinones

Journal of the Serbian Chemical Society

卷:67

Gašić Miroslav J.¹  Trifunović Snežana¹  Božić Tatjana T.¹  Sladić Dušan M.¹  Zlatović Mario V.¹  Novaković Irena² 

[1] Faculty of Chemistry, Belgrade;

[2] ICTM- Department of Chemistry, Belgrade;

关键词: quinone;    avarone;    conjugate addition;    regioselectivity.;   

DOI  :  10.2298/JSC0209547B

来源: DOAJ

【 摘 要 】

The regioselectivity of the reaction of conjugate addition of thiols amines, methanol and hydrogen chloride with the monoalkyl-1,4-benzoquinones avarone and 2-tert-butyl- 1,4-benzoquinone was investigated. It was shown that the regioselectivity of the reaction is influenced by the electrophilicity of position 5 in unprotonated 2-alkylquinones, the increased electrophilicity of position 6 in acidic medium, and by the acidity of the intermediate hydroquinones.

【 授权许可】

Unknown