Journal of Organic Chemistry
Journal of Organic Chemistry
4 years ago

Rhodium(III)-Catalyzed C–H Alkynylation of Ferrocenes with Hypervalent Iodine Reagents

Rhodium(III)-Catalyzed C–H Alkynylation of Ferrocenes with Hypervalent Iodine Reagents
Qing Gu, Shu-Li You, Shao-Bo Wang
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.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00775

DOI: 10.1021/acs.joc.7b00775

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