Zhang Zhuo-Zhuo, Liao Gang, Chen Hao-Ming, Shi Bing-Feng
School of Food and Biological Engineering, Chengdu University, Chengdu, Sichuan 610106, China.
Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, China.
Org Lett. 2021 Apr 2;23(7):2626-2631. doi: 10.1021/acs.orglett.1c00533. Epub 2021 Mar 12.
Herein, the first Cp*Co(III)-catalyzed C-H allylation of ferrocene thioamides with allyl carbonates has been developed. This reaction is compatible with a wide range of functional groups, providing various allylated ferrocene derivatives in up to 90% yields. In addition, the C-H allylation protocol is also compatible with the use of vinylcyclopropanes as allylating reagents by merging C-H and C-C activation into one catalytic system. Mechanistic studies revealed that the thiocarbonyl-directing group plays a vital role in C-H activation.
在此，首次开发了Cp*Co(III)催化的二茂铁硫代酰胺与碳酸烯丙酯的C-H烯丙基化反应。该反应与多种官能团兼容，能以高达90%的产率提供各种烯丙基化的二茂铁衍生物。此外，通过将C-H和C-C活化合并到一个催化体系中，C-H烯丙基化方案也与使用乙烯基环丙烷作为烯丙基化试剂兼容。机理研究表明，硫羰基导向基团在C-H活化中起着至关重要的作用。
