Herein we report the first versatile and expeditious method for the site-selective C–H fluoromethylation of aryl iodides viaPd/norbornenecooperativecatalysis, which could work as a robust toolbox for the diversity-oriented synthesis (DOS) of fluoromethylated arenes. This methodology features the use of the low-cost industrial raw material CH2IF as the fluoromethyl source, an excellent functional
Modular Approach for Diversity‐Oriented Synthesis of β‐Fluoroalkylated Arenes via Pd/Norbornene Cooperative Catalysis
作者:Shuxin Chen、Xue Liu、Kaidian Li、Wenchao Yang、Jian Lin、Ri‐Yuan Tang、Hanhong Xu、Zhaodong Li
DOI:10.1002/asia.202200858
日期:2022.12
A novel approach towards the efficient assembly of β-fluoroalkylated arenes is presented here based on Pd/norbornenecooperativecatalysis, which features an excellent functional group tolerance, as well as a broad ipso termination scope. The mild reaction conditions enabled the diversity-oriented synthesis (DOS) of the 13 and 14-membered fluorinated macrolactones which is extremely challenging otherwise
Bromination and iodination of hydrosilanes and germanes were studied. Treatment of hydrosilanes with an excess of ethyl, propyl, or allyl bromide in the presence of a catalytic amount of PdCl2 or NiCl2 gave bromosilanes in good to high yield by hydrogen–halogen exchange. By using methyl, propyl, or allyl iodide as the iodine source, similar iodination of hydrosilanes was readily performed. Halogenation