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通过连续的炔丙基化/羟基化苯并环化反应一锅法合成3-羟基咔唑

One-Pot Assembly of 3-Hydroxycarbazoles via Uninterrupted Propargylation/Hydroxylative Benzannulation Reactions.

作者信息

Raji Reddy Chada, Subbarao Muppidi, Sathish Puppala, Kolgave Dattahari H, Donthiri Ramachandra Reddy

机构信息

Department of Organic Synthesis & Process Chemistry , CSIR-Indian Institute of Chemical Technology , Hyderabad 500007 , India.

Academy of Scientific and Innovative Research (AcSIR) , Ghaziabad 201 002 , India.

出版信息

Org Lett. 2020 Jan 17;22(2):689-693. doi: 10.1021/acs.orglett.9b04472. Epub 2020 Jan 7.

Abstract

A novel strategy for the synthesis of 3-hydroxycarbazoles involving the consecutive propargylation/palladium-catalyzed hydroxylative benzannulation of indole-2-carbonyls with propargylic alcohols has been exploited. This one-pot procedure leads to a wide range of substituted 3-hydroxycarbazoles in high yield with a broad substrate scope. The method was further extended to access furano-carbazole derivatives from dialkynols via tandem annulations.

摘要

一种用于合成3-羟基咔唑的新策略已被开发出来,该策略涉及吲哚-2-羰基与炔丙醇的连续炔丙基化/钯催化的羟基化苯并环化反应。这种一锅法能以高收率得到多种取代的3-羟基咔唑,底物范围广泛。该方法还通过串联环化进一步扩展到从二醇炔合成呋喃并咔唑衍生物。

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