Organoselenium Chemistry: Between Synthesis and Biochemistry

Selenoamides, Synthetic Methods and Recent Progress on their Synthetic Applications

Author(s): Toshiaki Murai

Pp: 146-165 (20)

DOI: 10.2174/9781608058389114010009

* (Excluding Mailing and Handling)


This chapter has overviewed the stability of selenocarbonyl compounds that have been classified based on the substituents attached to their selenocarbonyl carbon atom. Focus has then been laid on the synthetic methods for selenoamides, whose chemistry has grown much more than that of other selenocarbonyl compounds in the last ten years. As starting materials leading to selenoamides, ordinary amides, nitriles and terminal acetylenes are mainly used. As a final part of this review, recent application of selenoamides to synthetic reactions has been introduced. Nucleophilic characters of selenium and nitrogen atoms in selenoamides have enabled several types of intermolecular cyclizations. The carbon atom of selenoamides can accept nucleophilic attack and selenium atom can formally work as a leaving group.

Keywords: Selenocarbonyl compounds, Selenoamides, Amides, Nitriles, Acetylenes, Cyclization, Selenoiminium salts, Copper (0), Complexes, Photoinduction.

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