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三氟甲磺酸镱(III)催化炔丙醇与酚的串联傅克烷基化/氢芳基化反应,是合成茚醇的便捷途径。

Ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols as an expedient route to indenols.

作者信息

Zhang Xiaoxiang, Teo Wan Teng, Chan Philip Wai Hong

机构信息

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616, Singapore.

出版信息

Org Lett. 2009 Nov 5;11(21):4990-3. doi: 10.1021/ol901981s.

DOI:10.1021/ol901981s
PMID:19863152
Abstract

A method to prepare indenols efficiently by ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols is described. The reaction was accomplished in moderate to excellent yields and regioselectivity under mild conditions and offers a straightforward and convenient one step synthetic route to bioactive indenols and its derivatives.

摘要

描述了一种通过三氟甲磺酸镱(III)催化炔丙醇与酚的串联傅克烷基化/氢芳基化反应高效制备茚醇的方法。该反应在温和条件下以中等至优异的产率和区域选择性完成,为生物活性茚醇及其衍生物提供了一条直接且便捷的一步合成路线。

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Ytterbium(III) triflate catalyzed tandem Friedel-Crafts alkylation/hydroarylation of propargylic alcohols with phenols as an expedient route to indenols.三氟甲磺酸镱(III)催化炔丙醇与酚的串联傅克烷基化/氢芳基化反应,是合成茚醇的便捷途径。
Org Lett. 2009 Nov 5;11(21):4990-3. doi: 10.1021/ol901981s.
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引用本文的文献

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Friedel-Crafts-Type Acylation and Amidation Reactions in Strong Brønsted Acid: Taming Superelectrophiles.强布朗斯特酸中的 Friedel-Crafts 型酰化和酰胺化反应:驯服超亲电试剂。
Molecules. 2022 Sep 14;27(18):5984. doi: 10.3390/molecules27185984.
2
Scope and advances in the catalytic propargylic substitution reaction.催化炔丙基取代反应的范围与进展
RSC Adv. 2018 Sep 5;8(54):31129-31193. doi: 10.1039/c8ra04481c. eCollection 2018 Aug 30.