Ph3P/ICH2CH2I-promoted reductive deoxygenation of alcohols†

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC
Wei-Ying Tang , Xing Zheng , Xu Yao , Jin-Hong Lin , Qu-Tong Zheng , Ji-Chang Xiao
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引用次数: 0

Abstract

Owing to the ubiquity of the hydroxyl group, reductive deoxygenation of alcohols has become an active research area. The classic Barton–McCombie reaction suffers from a tedious two-step procedure. New efficient methods have been developed, but they have some limitations, such as a narrow substrate scope and the use of moisture-sensitive Lewis acids. In this work, we describe the Ph3P/ICH2CH2I-promoted reductive deoxygenation of alcohols with NaBH4. The process is applicable to benzyl, allyl and propargyl alcohols, and also to primary and secondary alcohols, demonstrating a wide substrate scope and a good level of functional group tolerance. This protocol features convenient operation and low cost of all reagents.

Abstract Image

Ph3P/ICH2CH2I促进了醇的还原脱氧。
由于羟基的普遍存在,醇的还原脱氧已成为一个活跃的研究领域。经典的巴顿-麦康比反应经历了乏味的两步程序。已经开发出了新的有效方法,但它们有一些局限性,例如底物范围窄和使用对水分敏感的路易斯酸。在这项工作中,我们描述了Ph3P/ICH2CH2I促进的醇与NaBH4的还原脱氧。该工艺适用于苄基、烯丙基和炔丙醇,也适用于伯醇和仲醇,显示出广泛的底物范围和良好的官能团耐受性。该方案操作方便,试剂成本低。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Organic & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.
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