10.1016/j.tetlet.2009.05.054
The research aims to develop an efficient and scalable method for introducing unsubstituted cyclopropyl moieties into functionalized aryl and heteroaryl compounds through Negishi cross-coupling reactions. The study focuses on using cyclopropylzinc bromide as the organometallic nucleophile, which is prepared via Rieke active zinc technology in a single step with high yields (80–90%) and demonstrated stability over six months. The key chemicals involved include cyclopropylzinc bromide, various aryl halides with sensitive functional groups (such as ketone, methyl ester, ether, nitrile, and nitro groups), and palladium catalysts like Pd(PPh3)4 and PEPPSI. The research concludes that cyclopropylzinc bromide is highly effective in cross-coupling reactions, achieving high yields and fast reaction rates without requiring copper salts as co-catalysts. The protocol is user-friendly, compatible with a broad substrate scope, and suitable for commercial applications due to its scalability and non-pyrophoric nature, making it a valuable advancement in the field of cyclopropane synthesis.