Formation of substituted 1-naphthols and related products via dimerization of alkyl 3-(o-halo(het)aryl)-oxopropanoates based on a CuI-catalyzed domino C-arylation/condensation/aromatization process
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- 作者：Heike Weischedel<sup>asup> ; Kavitha Sudheendran<sup>asup> ; Alevtina Mikhael<sup>asup> ; Jü ; rgen Conrad<sup>asup> ; Wolfgang Frey<sup>bsup> ; Uwe Beifuss<sup>asup><sup> ; sup><sup>ubeifuss@uni-hohenheim.de" class="auth_mail" title="E-mail the corresponding authorsup>
- 关键词：C-Arylation ; Copper ; Cross-coupling ; Dimerization ; Domino reaction
- 刊名：Tetrahedron
- 出版年：2016
- 出版时间：16 June 2016
- 年：2016
- 卷：72
- 期：24
- 页码：3454-3467
- 全文大小：1402 K
文摘
Substrates bearing both a β-ketoester moiety and a (het)aryl halide structure element were dimerized to 1-naphthols and related products in the presence of catalytic amounts of CuI in isopropanol. The reaction starts with an intermolecular C-arylation, which is followed by an intramolecular condensation. The final aromatization delivers the highly substituted products with yields up to 81%.