C7‐Functionalization of Indoles via Organocatalytic Enantioselective Friedel‐Crafts Alkylation of 4‐Amino‐ indoles with 2‐Butene‐1,4‐diones and 3‐Aroylacrylates
作者:Tongkun Huang、Yunlong Zhao、Shanshui Meng、Albert S. C. Chan、Junling Zhao
DOI:10.1002/adsc.201900377
日期:2019.8.5
An efficient protocol for the enantioselective C7 Friedel‐Crafts alkylation between 4‐aminoindoles and 2‐butene‐1,4‐diones or 3‐aroylacrylates was reported. This process was catalyzed by a chiral phosphoric acid, affording the corresponding 1,4‐disubstituted indoles in moderate to high yields with good to high enantioselectivities. This reaction could be performed on a gram scale without loss of efficiency
据报道,在4-氨基吲哚和2-丁烯-1,4-二酮或3-芳酰基丙烯酸酯之间进行对映选择性C7 Friedel-Crafts烷基化反应的有效方法。此过程由手性磷酸催化,以中等至高收率提供了相应的1,4-二取代的吲哚,并具有良好的对映选择性。该反应可以以克为单位进行而不会损失效率,并且还研究了产物的代表性衍生化反应以制备相应的C 3甲酰化化合物。