Metal-Free ipso-Selenocyanation of Arylboronic Acids Using Malononitrile and Selenium Dioxide

被引:22
作者
Redon, Sebastien [1 ]
Kosso, Anne Roly Obah [1 ]
Broggi, Julie [1 ]
Vanelle, Patrice [1 ]
机构
[1] Aix Marseille Univ, CNRS, Inst Chim Radicalaire,UMR 7273, Fac Pharm,Equipe Pharmaco Chim Radicalaire,Inst C, 27 Blvd Jean Moulin, F-13385 Marseille, France
来源
SYNTHESIS-STUTTGART | 2019年 / 51卷 / 19期
关键词
selenocyanate; arylboronic acid; selenium dioxide; malononitrile; diaryldiselenide; ONE-POT SYNTHESIS; DISELENIDES; CONVENIENT; BROMIDES; HALIDES; SALTS; MILD; SEO2;
D O I
10.1055/s-0039-1690013
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first ipso-selenocyanation of arylboronic acids is achieved using selenium dioxide and malononitrile under mild conditions. The reaction is successful even without metal or base in DMSO. The major advantages of this new method are an easy set-up, excellent yields, and the use of odorless and inexpensive selenium reagents. Basic conditions subsequently afford new access to diaryldiselenides in good yields without isolating the organoselenocyanate intermediates.
引用
收藏
页码:3758 / 3764
页数:7
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