Enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel-Crafts reaction
Enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives via a chiral phosphoric acid catalyzed aza-Friedel-Crafts reaction
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手性磷酸催化氮杂-Friedel-Crafts反应对映选择性合成异喹啉-1,3(2H,4H)-二酮衍生物
DOI：
10.1039/c9cc04057a
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发表时间：
2019
影响因子：
4.9
通讯作者：
Yuan Wei-Cheng
中科院分区：
文献类型：
--
作者：
You Yong;Lu Wen-Ya;Xie Ke-Xin;Zhao Jian-Qiang;Wang Zhen-Hua;Yuan Wei-Cheng
以手性磷酸为催化剂，研究了结构新颖的酮亚胺与吲哚和吡咯的高度对映选择性氮杂-弗里德尔-克拉夫茨反应。该方法首次实现了异喹啉-1，3（2 H，4 H）-二酮衍生物的对映选择性合成，产率高达99%，对映选择性高达99%ee。
A highly enantioselective aza-Friedel–Crafts reaction of structurally new ketimines with indoles and pyrrole is developed by using a chiral phosphoric acid as the catalyst. This protocol enables the first enantioselective synthesis of isoquinoline-1,3(2H,4H)-dione derivatives in good to excellent yields (up to 99% yield) and excellent enantioselectivities (up to >99% ee).