Redox-Neutral Propargylic C-H Functionalization by Using Iron Catalysis

Redox-Neutral Propargylic C-H Functionalization by Using Iron Catalysis
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DOI:
10.1055/s-0040-1707271
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发表时间:
2020-09-08
期刊:
影响因子:
2
通讯作者:
Wang, Yi-Ming
Wang, Yi-Ming
中科院分区:
化学4区
文献类型:
--
作者:
Durham, Austin C.;Wang, Yidong;Wang, Yi-Ming

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尽管环戊二烯基铁(II)二羰基配合物具有丰富的化学计量化学性质,但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质化学先例的启发,我们的团队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铁(II)二羰基配合物作为催化剂,分别得到均丙炔和均烯丙醇。在本文中,我们首先将这一发展置于 C-H 官能化化学的概念背景下并与关键化学计量先例相关。然后,我们介绍了我们小组使用亲电子试剂催化烯烃和炔烃α-官能化的发现和发展。简介初步化学计量工作羟烷基化发展和范围结论和未来方向
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 alpha-functionalization of alkenes and alkynes with electrophilic reagents.Introduction Preliminary Stoichiometric Work Hydroxyalkylation Development and Scope Conclusions and Future Directions