Superacid-promoted synthesis of polychlorinated dibenzofurans

TETRAHEDRON LETTERS

卷:57

Article

Qarah, Ahmad¹  Gasonoo, Makafui¹  Do, Dat²  Klumpp, Douglas A.¹ 

[1] Northern Illinois Univ, Dept Chem & Biochem, De Kalb, IL 60115 USA

[2] Calif State Polytech Univ Pomona, Dept Chem, Pomona, CA 91768 USA

关键词: Heterocycles;    Superacid;    Condensation;    Dioxins;    Dibenzofurans;   

DOI  :  10.1016/j.tetlet.2016.06.100

来源: Elsevier

【 摘 要 】

Polychlorinated dibenzofurans have been prepared in one step by the condensations of o-chloranil with arenes in triflic acid. A mechanism is proposed involving formation of a monoprotonated quinone (carboxonium ion), electrophilic attack at the arene, and cyclization of a carbocation intermediate. The chemistry is further examined by spectroscopic and theoretical studies. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

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