Reversal of Enantioselectivity in the Copper-Aminophenol Sulfonamide Catalyzed Alkynylation of Isatins by Slightly Tuning the Ligand Structure and Basic Additives

作者全名:"He, Huakang; Yang, Zinan; Chai, Yu; Wu, Ruoran; Chen, Peng; Zhou, Jing; Zhou, Hui"

作者地址:"[He, Huakang; Yang, Zinan; Chai, Yu; Wu, Ruoran; Chen, Peng; Zhou, Jing; Zhou, Hui] Chongqing Med Univ, Coll Pharm, Chongqing Res Ctr Pharmaceut Engn, Chongqing 400016, Peoples R China"

通信作者:"Zhou, J; Zhou, H (corresponding author), Chongqing Med Univ, Coll Pharm, Chongqing Res Ctr Pharmaceut Engn, Chongqing 400016, Peoples R China."

来源:ORGANIC LETTERS

ESI学科分类:CHEMISTRY

WOS号:WOS:000684033200106

JCR分区:Q1

影响因子:5.2

年份:2021

卷号:23

期号:15

开始页:5739

结束页:5743

文献类型:Article

关键词: 

摘要:A series of new chiral aminophenol sulfonamide ligands with a monochiral arm has been developed for the first Cu(I) catalyzed enantiodivergent alkynylation of isatins. Dramatic reversal of enantioselectivity was accomplished by slightly tuning the substituted benzenesulfonamide and achiral basic additives. A wide range of both terminal alkynes and isatins are tolerated by this new catalyst system with up to 99% yield and 97% ee.

基金机构:National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21672031]; Natural Science Foundation of ChongqingNatural Science Foundation of Chongqing [cstc2019jcyj-msxmX0034]; Scientific and Technological Research Program of Chongqing Municipal Education Commission [KJQN201900437]

基金资助正文:"The work is supported by the National Natural Science Foundation of China (21672031), Natural Science Foundation of Chongqing (cstc2019jcyj-msxmX0034), and Scientific and Technological Research Program of Chongqing Municipal Education Commission (KJQN201900437)."