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无过渡金属参与的分子内碳烯芳基取代反应/Büchner 反应:芴类化合物和 [6,5,7]苯并稠环的合成。

Transition-metal-free intramolecular carbene aromatic substitution/Büchner reaction: synthesis of fluorenes and [6,5,7]benzo-fused rings.

机构信息

Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871 (China).

出版信息

Angew Chem Int Ed Engl. 2015 Mar 2;54(10):3056-60. doi: 10.1002/anie.201409982. Epub 2015 Jan 21.

Abstract

Intramolecular aromatic substitution and Büchner reaction have been established as powerful methods for the construction of polycyclic compounds. These reactions are traditionally catalyzed by Rh(II) catalysts with α-diazocarbonyl compounds as the substrates. Herein a transition-metal-free intramolecular aromatic substitution/Büchner reaction is presented. These reactions use readily available N-tosylhydrazones as the diazo compound precursors and show wide substrate scope.

摘要

分子内芳香取代和 Büchner 反应已被确立为构建多环化合物的有力方法。这些反应传统上由 Rh(II)催化剂催化,以α-重氮羰基化合物作为底物。本文提出了一种无过渡金属的分子内芳香取代/Büchner 反应。这些反应使用易得的 N-对甲苯磺酰腙作为重氮化合物前体,并表现出广泛的底物范围。

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