Pd(II)-Catalyzed Asymmetric Addition of Arylboronic Acids to Isatin-Derived Ketimines

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• 作者：Qun He ; Liang Wu ; Xuezhen Kou ; Nicholas Butt ; Guoqiang Yang ; Wanbin Zhang
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：January 15, 2016
• 年：2016
• 卷：18
• 期：2
• 页码：288-291
• 全文大小：437K
• ISSN：1523-7052

文摘

A Pd(II)/Pyrox-catalyzed enantioselecitve addition of arylboronic acids to 3-ketimino oxindoles was developed, providing chiral 3-amino-2-oxindoles with a quaternary stereocenter in high yields and with good enantioselectivities. A variety of functionalized 3-ketimino oxindoles can be used, and the method tolerates some variation in arylboronic acid scope. This asymmetric arylation provides an alternative efficient catalytic method for the preparation of chiral 3-aryl-3-amino-2-oxindoles, which also represents the first example of a Pd(II)-catalyzed addition of arylborons to exocyclic ketimines.