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Redox-Neutral Propargylic C–H Functionalization by Using Iron Catalysis
Synlett ( IF 2 ) Pub Date : 2020-09-08 , DOI: 10.1055/s-0040-1707271
Yi-Ming Wang , Austin C. Durham , Yidong Wang

In spite of their rich stoichiometric chemistry, cyclopentadienyliron(II) dicarbonyl complexes are rarely used as catalysts in organic synthesis. Inspired by precedents in the chemistry of cationic olefin complexes and neutral allylmetal species, our group has developed a coupling of alkynes or alkenes with aldehydes and other carbonyl electrophiles to give homopropargylic and homoallylic alcohols, respectively, by using a substituted cyclopentadienyliron(II) dicarbonyl complex as the catalyst. In this article, we first contextualize this development within the conceptual background of C–H functionalization chemistry and relative to key stoichiometric precedents. We then give an account of our group’s discovery and development of the catalytic α-functionalization of alkenes and alkynes with electrophilic reagents. Introduction Preliminary Stoichiometric Work Hydroxyalkylation Development and Scope Conclusions and Future Directions

中文翻译:

使用铁催化氧化还原-中性丙炔基 C-H 官能化

尽管它们具有丰富的化学计量化学,但环戊二烯基 (II) 二羰基配合物很少用作有机合成中的催化剂。受阳离子烯烃配合物和中性烯丙基金属物种化学先例的启发,我们小组开发了炔烃或烯烃与醛和其他羰基亲电子试剂的偶联,通过使用取代的环戊二烯基 (II) 二羰基配合物分别得到高炔丙醇和高烯丙醇作为催化剂。在本文中,我们首先在 C-H 官能化化学的概念背景内以及与关键化学计量先例相关的情况下将这一发展背景化。然后,我们介绍了我们小组发现和开发的烯烃和炔烃与亲电试剂的催化 α-官能化。
更新日期:2020-09-08
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