Graduate School of Pharmaceutical Sciences, The University of Tokyo , 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
CREST, Japan Science and Technology Agency (JST), 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Org Lett. 2016 May 20;18(10):2459-62. doi: 10.1021/acs.orglett.6b01012. Epub 2016 May 6.
The rhenium-catalyzed synthesis of 1,3-diiminoisoindolines and their related compounds from aromatic or heteroaromatic imidates and carbodiimides are reported via C-H bond activation. This reaction is the first example of a transition-metal-catalyzed insertion of carbodiimides into an aromatic or heteroaromatic C-H bond and a novel method for synthesizing 1,3-diiminoisoindolines and their related compounds. Unsymmetrical 1,3-diiminoisoindolines were easily obtained using this method. The reaction proceeded in good to excellent yield using a variety of substrates.
报道了通过 C-H 键活化,由芳基或杂芳基异氰酸酯和碳二亚胺合成 1,3-二亚氨基异吲哚啉及其相关化合物的铼催化反应。该反应是首例过渡金属催化的碳二亚胺插入芳基或杂芳基 C-H 键的反应,也是合成 1,3-二亚氨基异吲哚啉及其相关化合物的新方法。该方法可轻松获得不对称的 1,3-二亚氨基异吲哚啉。该反应使用各种底物均能以良好至优异的收率进行。