Metal-Free ipso-Selenocyanation of Arylboronic Acids Using Malononitrile and Selenium Dioxide - Archive ouverte HAL
Article Dans Une Revue Synthesis: Journal of Synthetic Organic Chemistry Année : 2019

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

Sébastien Redon
Anne Roly Obah Kosso
  • Fonction : Auteur
Julie Broggi Broggi

Résumé

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.

Domaines

Chimie organique
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Dates et versions

hal-02319333 , version 1 (17-10-2019)

Identifiants

Citer

Sébastien Redon, Anne Roly Obah Kosso, Julie Broggi Broggi, Patrice Vanelle. Metal-Free ipso-Selenocyanation of Arylboronic Acids Using Malononitrile and Selenium Dioxide. Synthesis: Journal of Synthetic Organic Chemistry, 2019, 51 (19), pp.3758-3764. ⟨10.1055/s-0039-1690013⟩. ⟨hal-02319333⟩
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