meta-Selective
Substitution of Phenols with Indoles via One-Pot Oxidative Dearomatization-Michael
Addition-Aromatization

Yang Ye; Hua Wang; Renhua Fan

doi:10.1055/s-0030-1259726

LETTER

meta-Selective Substitution of Phenols with Indoles via One-Pot Oxidative Dearomatization-Michael Addition-Aromatization

Yang Ye^a, Hua Wang^a, Renhua Fan*^a,b
^a Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P. R. of China
Fax: +86(21)65642019; e-Mail: rhfan@fudan.edu.cn;
^b Shanghai Key Laboratory of Molecular Catalysts and Innovative Materials, Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, P. R. of China

Abstract

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Abstract

An oxidative coupling strategy involving hypervalent organoiodine-induced oxidative dearomatization of 4-substituted phenols, Brønsted acid catalyzed Michael addition with indoles, and aromatization has been developed. The one-pot reaction provides an efficient access to the meta-indole-substituted phenol derivatives.

Key words

aromatic substitution - biaryls - cross-coupling reaction - oxidation - regioselectivity

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Referenzen

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