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Ph3P/ICH2CH2I-promoted reductive deoxygenation of alcohols
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2023-11-02 , DOI: 10.1039/d3ob01698f
Wei-Ying Tang 1, 2 , Xing Zheng 1, 3 , Xu Yao 1 , Jin-Hong Lin 2, 4 , Qu-Tong Zheng 5 , Ji-Chang Xiao 2
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2023-11-02 , DOI: 10.1039/d3ob01698f
Wei-Ying Tang 1, 2 , Xing Zheng 1, 3 , Xu Yao 1 , Jin-Hong Lin 2, 4 , Qu-Tong Zheng 5 , Ji-Chang Xiao 2
Affiliation
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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.
中文翻译:
Ph3P/ICH2CH2I促进醇的还原脱氧
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-麦康比反应有一个繁琐的两步程序。新的有效方法已经被开发出来,但它们有一些局限性,例如底物范围窄和使用对湿度敏感的路易斯酸。在这项工作中,我们描述了 Ph 3 P/ICH 2 CH 2 I 促进的 NaBH 4醇还原脱氧反应。该工艺适用于苯甲醇、烯丙醇和炔丙醇,也适用于伯醇和仲醇,表现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,所有试剂成本低。
更新日期:2023-11-02
中文翻译:

Ph3P/ICH2CH2I促进醇的还原脱氧
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-麦康比反应有一个繁琐的两步程序。新的有效方法已经被开发出来,但它们有一些局限性,例如底物范围窄和使用对湿度敏感的路易斯酸。在这项工作中,我们描述了 Ph 3 P/ICH 2 CH 2 I 促进的 NaBH 4醇还原脱氧反应。该工艺适用于苯甲醇、烯丙醇和炔丙醇,也适用于伯醇和仲醇,表现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,所有试剂成本低。