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岳广禄, 天津师范大学化学学院有机化学专业研究生. 2020年于天津师范大学化学学院获得学士学位. 2020年进入天津师范大学化学学院邱頔课题组进行研究生阶段学习. 目前主要从事芳香环碳锡键的构筑过程研究. |
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魏婧瑶, 天津师范大学化学学院有机化学专业研究生. 2021年于安阳师范学院获得学士学位. 2021年进入天津师范大学化学学院邱頔课题组进行研究生阶段学习. 目前主要从事芳香环基本官能团的转化过程研究. |
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邱頔, 天津师范大学化学学院副教授、硕士生导师. 2010年于北京大学化学与分子工程学院获得学士学位, 2015年于北京大学化学与分子工程学院获得理学博士学位, 有机化学专业, 师从王剑波教授和张艳教授. 2015年进入天津师范大学化学学院工作. 目前主要从事芳香环的碳磷键、碳锡键构筑过程研究和芳香环基本官能团的转化过程研究. |
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莫凡洋, 北京大学材料科学与工程学院特聘研究员、博士生导师. 分别于2004年与2006年在北京理工大学获得学士与硕士学位(导师: 周智明教授). 2006至2010年就读于北京大学化学与分子工程学院, 获得有机化学博士学位(导师: 王剑波教授). 2010至2011年在美国Scripps研究所从事博士后研究(导师: 张庆海教授); 2011至2015年在美国德克萨斯州大学奥斯汀分校从事博士后研究(导师: 董广彬教授), 2015年回到北京大学开展独立研究. 莫凡洋课题组致力于发展基于联硼化合物修饰的半导体氧化物材料在能源转换、光催化等方面的研究; 同时运用人工智能和机器人技术, 加速有机化学学科发展, 提高合成化学在材料制备和药物开发中的基础作用. |
收稿日期: 2022-03-17
网络出版日期: 2022-05-06
基金资助
天津市教委高等学校科技发展基金计划项目(2020KJ007)
Recent Advances in the Synthesis of Arylstannanes
Received date: 2022-03-17
Online published: 2022-05-06
Supported by
Science & Technology Development Fund of Tianjin Education Commission for Higher Education(2020KJ007)
芳基锡烷化合物是参与构筑功能分子中芳基碳碳键和碳杂原子键的一类重要合成中间体. 其在药物化学、材料科学以及有机合成中都具有重要应用, 因此发展其高效新颖的合成方法具有重要的意义. 根据反应机理的类型, 综述了近些年来合成芳基锡烷的方法, 包括(1)芳香亲核试剂的锡化反应; (2)芳香亲电试剂的锡化反应; (3)过渡金属催化的锡化偶联反应; (4)芳基自由基中间体介导的锡化反应; (5)炔烃的环化和串联的锡化反应. 最后, 进一步分析了未来合成芳基锡烷的研究趋势.
关键词： 芳基锡烷; Stille交叉偶联; 锡化反应; 芳基自由基
岳广禄 , 魏婧瑶 , 邱頔 , 莫凡洋 . 芳基锡烷的合成研究进展[J]. 化学学报, 2022 , 80(7) : 956 -969 . DOI: 10.6023/A22030118
Arylstannanes are highly valuable synthetic intermediates in constructing aryl carbon-carbon bonds and carbon-heteroatom bonds in functional molecules. These compounds have demonstrated great applications in medicinal chemistry, materials science and organic synthesis. Due to the synthetic value, development of efficient and novel methods to synthesize arylstannanes is of significant importance. According to the type of reaction mechanism, this content will illustrate the methods for synthesizing arylstannanes in recent years including (1) stannylation of aromatic nucleophiles; (2) stannylation of aromatic electrophiles; (3) transition-metal-catalyzed stannylation coupling reactions; (4) stannylation reactions mediated by aryl radical intermediates; (5) cyclization of alkynes and tandem stannylation. Finally, we further provide a perspective on the development direction of the synthesis of arylstannanes.
Key words： arylstannanes; Stille cross-coupling reaction; stannylation; aryl radical
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