School of Physical Science and Technology, ShanghaiTech University , 100 Haike Road, Shanghai 201210, China.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences , 345 LinglingLu, Shanghai 200032, China.
J Org Chem. 2017 Nov 17;82(22):11829-11835. doi: 10.1021/acs.joc.7b00775. Epub 2017 May 9.
Rapid access to mono- or dialkynylation of ferrocene with ethynylbenziodoxolones as the alkynylation reagents was achieved via rhodium-catalyzed direct C-H bond functionalization at room temperature. Mono- and dialkynylation were easily modulated by varying the sterical volume of the directing group, such as pyridine and isoquinoline, and amount of hypervalent iodine reagents. A wide range of ferrocene-based alkynylation products could be obtained in up to 94% yield, and a gram-scale reaction also proceeded smoothly with high efficiency.
通过室温下铑催化的直接 C-H 键官能化反应，乙炔基苯并[d]噁唑酮作为炔烃试剂可快速实现二茂铁的单炔基或二炔基化。通过改变导向基团（如吡啶和异喹啉）和高价碘试剂的用量，很容易调节单炔基和二炔基化反应。可以高达 94%的收率得到各种基于二茂铁的炔基化产物，克级反应也能以高收率顺利进行。
