Methylation Alkynylation of Terminal Alkenes via 1,2-Alkynyl Migration Using Dicumyl Peroxide as the Methyl Source

被引:4
作者
Qin, Yi-qun [1 ]
Chen, De [1 ]
Liu, Liang [1 ]
Zhang, Jia-jia [1 ]
Peng, Xin-ju [1 ]
Luo, Yong-yue [2 ]
Deng, Wei [1 ]
Xiang, Jiannan [1 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, Adv Catalyt Engineer Res Ctr Educ, Changsha 410082, Hunan, Peoples R China
[2] Chinese Acad Trop Agr Sci, Agr Prod Proc Res Inst, Zhanjiang 440800, Peoples R China
来源
SYNTHESIS-STUTTGART | 2021年 / 53卷 / 24期
基金
中国国家自然科学基金;
关键词
alkene difunctionalization; migration reaction; radical; C-H METHYLATION; UNACTIVATED ALKENES; CATALYZED METHYLATION; CARBOXYLIC-ACIDS; ALLYLIC ALCOHOLS; CYANO MIGRATION; DIFUNCTIONALIZATION; BOND; PALLADIUM; 1,2-DIFUNCTIONALIZATION;
D O I
10.1055/a-1528-8357
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The metal-free oxidative alkene methylation/alkynylation of 1,4-enyn-3-ols with an organic peroxide as the methyl source has been developed, which provides straightforward and practical access to the challenging quaternary-carbon-containing but-3-yn-1-ones. The method is reasoned to go through methylation of functional alkenes utilizing dicumyl peroxide as the methylating reagent and subsequent intermolecular cyclization/1,2-alkynyl migration. This reaction has an excellent functional group tolerance, broad substrate scope, and exquisite selectivity.
引用
收藏
页码:4700 / 4708
页数:9
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