Synlett 2012; 23(12): 1847-1848
DOI: 10.1055/s-0031-1290430
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© Georg Thieme Verlag Stuttgart · New York

Sodium Selenide

Rui-Yun Guo
The College of Chemistry & Material Science, Hebei Normal University, Shijiazhuang 050024, P. R. of China, Email: [email protected]
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Further Information

Publication History

Publication Date:
05 July 2012 (online)

Introduction

Sodium selenide is an odourless white crystalline solid, which is soluble in water. Sodium selenide is very useful in the preparation of a wide variety of selenium-containing heterocycles.[ 1 ] It can be used for the synthesis of substituted selenophenes, [2] [3] nitroxide annulated 3-amino-2-(ethoxycarbonyl)selenophene,[ 4 ] bis(2,4,6-trimethylphenyl)selenide,[ 5 ] phosphinodiselenoic acid salt,[ 6 ] unsaturated selenacrown ethers,[ 7 ] diselenobenzoquinone complexes,[ 8 ] and 1,4-dichalcogenanes.[ 9 ] In addition, it has been employed in the ring opening of epoxides[ 10 ] and γ-butyrolactones.[ 11 ]

Sodium selenide is commercially available and can be prepared by reduction of elemental selenium with sodium in liquid ammonia (Scheme [1]).[ 12 ]

Zoom Image
Scheme 1
 
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