炔基芳基磷氧化物与草酰溴的反应研究
收稿日期: 2024-07-06
修回日期: 2024-07-25
网络出版日期: 2024-08-19
基金资助
国家自然科学基金(22101262); 国家自然科学基金(22171245); 河南省科技攻关(242102230166)
Reactions of Alkynyl Aryl Phosphine Oxide with Oxalyl Bromide
Received date: 2024-07-06
Revised date: 2024-07-25
Online published: 2024-08-19
Supported by
National Natural Science Foundation of China(22101262); National Natural Science Foundation of China(22171245); Key Scientific and Technological Project of Henan Province(242102230166)
赵鹏 , 甘贞洁 , 李卓 , 王丽丽 , 段征 . 炔基芳基磷氧化物与草酰溴的反应研究[J]. 有机化学, 2024 , 44(12) : 3753 -3760 . DOI: 10.6023/cjoc202405014
Tertiary phosphines and their oxides react with oxalyl bromide to generate corresponding quaternary phosphonium salts, which can be further transformed as active intermediates to facilitate the bromination of alcohols and the dibromination of unsaturated hydrocarbons. This chemical process carries substantial research significance in the field of organic synthesis. In this study, two types of triaryl phosphine oxides and benzyl diaryl phosphine oxides containing alkyne groups were designed and synthesized. These compounds were then subjected to reaction with oxalyl bromide, resulting in the formation of novel benzophosphonium tribromides and trans-phosphoryl dibromoalkenes, respectively. These findings demonstrate variations from their reactions with oxalyl chloride. Furthermore, the benzophosphonium tribromide obtained can act as an alternative reagent for bromine, enabling the direct bromination of aromatics compounds, olefin, alkyne and acetophenone derivatives.
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