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化学与区域选择性催化剂控制的炔基酮的碳环化反应:1-茚酮和1-萘酚的快速合成

Chemo- and Regioselective Catalyst-Controlled Carbocyclization of Alkynyl Ketones: Rapid Synthesis of 1-Indanones and 1-Naphthols.

作者信息

Song Liangliang, Tian Guilong, Van der Eycken Erik V

机构信息

Laboratory for Organic and Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001, Leuven, Belgium.

Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya street, Moscow, 117198, Russia.

出版信息

Chemistry. 2019 Jun 7;25(32):7645-7648. doi: 10.1002/chem.201901860. Epub 2019 May 10.

Abstract

A catalyst-controlled intramolecular carbocyclization of 2-alkynyl aryl ketones is presented. Under rhodium(III) catalysis, 1-indanones are formed through 5-exo-dig carbocyclizations with exclusive chemo-, regio- and stereoselectivity. When catalyzed by copper(I), 1-naphthols are obtained through 6-endo-dig carbocyclizations with exclusive chemo- and regioselectivity.

摘要

本文报道了一种催化剂控制的2-炔基芳基酮的分子内环化反应。在铑(III)催化下,通过5-外向-环化反应形成1-茚酮,具有独特的化学、区域和立体选择性。当由铜(I)催化时,通过6-内向-环化反应得到1-萘酚,具有独特的化学和区域选择性。

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