Department of Chemistry , University of Texas at Austin , Austin , Texas 78712 , United States.
Discovery Chemistry Research and Technologies , Eli Lilly and Company Limited , Erl Wood Manor , Windlesham , Surrey GU20 6PH , United Kingdom.
J Am Chem Soc. 2019 Feb 6;141(5):1828-1832. doi: 10.1021/jacs.8b13652. Epub 2019 Jan 29.
The first intermolecular carbonyl arylations via transfer hydrogenative reductive coupling are described. Using rhodium catalysts modified by BuPMe, sodium formate-mediated reductive coupling of aryl iodides with aldehydes occurs in a chemoselective fashion in the presence of protic functional groups and lower halides. This work expands the emerging paradigm of transfer hydrogenative coupling as an alternative to pre-formed carbanions or metallic reductants in C═X addition.
本文首次描述了通过转移氢还原偶联实现的第一个分子间羰基芳基化反应。在质子官能团和低级卤化物存在的情况下,使用 BuPMe 修饰的铑催化剂,芳基碘化物与醛在甲酸钠介导下发生化学选择性还原偶联。这项工作扩展了转移氢还原偶联作为 C=X 加成中预形成的碳负离子或金属还原剂替代物的新兴范例。