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铱催化仲醇与伯醇的烷基化反应:一种合成支链酮和醇的途径。

Iridium-Catalyzed Alkylation of Secondary Alcohols with Primary Alcohols: A Route to Access Branched Ketones and Alcohols.

作者信息

Genç Sertaç, Gülcemal Süleyman, Günnaz Salih, Çetinkaya Bekir, Gülcemal Derya

机构信息

Ege University, Chemistry Department, 35100 Bornova, Izmir, Turkey.

出版信息

J Org Chem. 2020 Jul 17;85(14):9139-9152. doi: 10.1021/acs.joc.0c01099. Epub 2020 Jul 5.

DOI:10.1021/acs.joc.0c01099
PMID:32584037
Abstract

Under borrowing hydrogen conditions, NHC-iridium(I) catalyzed the direct or one-pot sequential synthesis of α,α-disubstituted ketones the alkylation of secondary alcohols with primary alcohols is reported. Notably, the present approach provides a new method for the facile synthesis of α,α-disubstituted ketones and featured with several characteristics, including a broad substrate scope, using easy-to-handle alcohols as starting materials, and performing the reactions under aerobic conditions. Moreover, the selective one-pot formation of β,β-disubstituted alcohols was achieved by the addition of an external hydrogen source to the reaction mixture.

摘要

在借氢条件下,报道了NHC-铱(I)催化仲醇与伯醇的烷基化反应直接或一锅法顺序合成α,α-二取代酮。值得注意的是,本方法为α,α-二取代酮的简便合成提供了一种新方法,具有几个特点,包括底物范围广、使用易于操作的醇作为起始原料以及在有氧条件下进行反应。此外,通过向反应混合物中添加外部氢源,实现了β,β-二取代醇的选择性一锅法合成。

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