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

Journal of the Serbian Chemical Society

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

DOI  :  

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