Hypervalent iodine-catalyzed amide and alkene coupling enabled by lithium salt activation

被引:0
|
作者
Chhikara, Akanksha [1 ]
Wu, Fan [1 ]
Kaur, Navdeep [1 ]
Baskaran, Prabagar [1 ]
Nguyen, Alex M. [1 ]
Yin, Zhichang [1 ]
Pham, Anthony H. [1 ]
Li, Wei [1 ]
机构
[1] Univ Toledo, Sch Green Chem & Engn, Dept Chem & Biochem, 2801 West Bancroft St, Toledo, OH 43606 USA
来源
基金
美国国家卫生研究院;
关键词
amide coupling; hypervalent iodine catalysis; lithium salt activation; olefin oxyamination; oxazoline; UNACTIVATED ALKENES; NITRILE OXIDES; METAL-FREE; OXYAMINATION; DIAMINATION; AMINOFLUORINATION; CYCLOADDITION; FLUORINATION; GENERATION; KETONES;
D O I
10.3762/bjoc.20.122
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hypervalent iodine catalysis has been widely utilized in olefin functionalization reactions. Intermolecularly, the regioselective addition of two distinct nucleophiles across the olefin is a challenging process in hypervalent iodine catalysis. We introduce here a unique strategy using simple lithium salts for hypervalent iodine catalyst activation. The activated hypervalent iodine catalyst allows the intermolecular coupling of soft nucleophiles such as amides onto electronically activated olefins with high regioselectivity.
引用
收藏
页码:1405 / 1411
页数:7
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