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Synthesis 2019; 51(19): 3758-3764
DOI: 10.1055/s-0039-1690013
DOI: 10.1055/s-0039-1690013
paper
Metal-Free ipso-Selenocyanation of Arylboronic Acids Using Malononitrile and Selenium Dioxide
Aix-Marseille Université and the Centre National de la Recherche Scientifique (CNRS) are gratefully acknowledged for financial support.Weitere Informationen
Publikationsverlauf
Received: 07. Juni 2019
Accepted after revision: 16. Juli 2019
Publikationsdatum:
01. August 2019 (online)
Abstract
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.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690013.
- Supporting Information
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First synthesis:
Crystal data: