Can I read Selenium-Containing Heterocycles from Isoselenocyanates: Base-Catalyzed Reaction of Malononitrile with Phenyl Isoselenocyanate and Bromoacetonitrile or α-Halogenated Ketones on EtoBox?

Selenium-Containing Heterocycles from Isoselenocyanates: Base-Catalyzed Reaction of Malononitrile with Phenyl Isoselenocyanate and Bromoacetonitrile or α-Halogenated Ketones by Geoffroy L. Sommen; Anthony Linden; Heinz Heimgartner is a Chemistry article available to read on EtoBox.

What is Selenium-Containing Heterocycles from Isoselenocyanates: Base-Catalyzed Reaction of Malononitrile with Phenyl Isoselenocyanate and Bromoacetonitrile or α-Halogenated Ketones about?

## Abstract The reaction of phenyl isoselenocyanate (**1a**) with malononitrile (=propanedinitrile) in DMF in the presence of Et~3~N leads to the intermediate ketene N,Se‐hemiacetal **6a**, which can be trapped with bromoacetonitrile or __α__‐halogenated ketones **12a** and **12b** (__Scheme 3__). The products are [(alkylseleno)(phenylamino)methylene]malononitriles **10** and **13**, which are obtained in good yield. In the case of the (2‐oxoalkyl)seleno derivatives **13**, they are in equilibrium with the cyclic hemiacetals **14**. Chemical and spectroscopic evidence for the structures of the new compounds are described. The structure of **14a** was established by X‐ray crystallography.

Who reads Selenium-Containing Heterocycles from Isoselenocyanates: Base-Catalyzed Reaction of Malononitrile with Phenyl Isoselenocyanate and Bromoacetonitrile or α-Halogenated Ketones?

Author

Geoffroy L. Sommen; Anthony Linden; Heinz Heimgartner

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); Wiley-Blackwell; Wiley (ISSN 0018-019X)

Published

2007

Language

EN

Field

Chemistry (Physical Sciences)