Miao Wei-Hang, Gao Wen-Xia, Huang Xiao-Bo, Liu Miao-Chang, Zhou Yun-Bing, Wu Hua-Yue
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, P. R. China.
Org Lett. 2021 Dec 17;23(24):9425-9430. doi: 10.1021/acs.orglett.1c03566. Epub 2021 Dec 2.
Represented is a CuX- or I-promoted ring-opening dual halogenation of cyclopropenones with saturated oxygen heterocycles, providing an efficient method for the synthesis of 3-haloacrylates. The ring-opening reaction enables the construction of two C-X (X = Cl, Br, or I) bonds and a C-O bond as well as the cleavage of two C-O bonds and a C-C bond in a single step. This protocol is highly atom economical, has an excellent substrate scope, and exhibits the ability for gram-scale reaction.
本文报道了一种由铜盐或碘促进的环丙烯酮与饱和氧杂环的开环双卤化反应，为合成3-卤代丙烯酸酯提供了一种有效方法。该开环反应能够在一步中构建两个C-X（X = Cl、Br或I）键和一个C-O键，同时断裂两个C-O键和一个C-C键。该方法具有高原子经济性，底物范围广，并且具备克级反应的能力。
