We describe here our results on the use of choline chloride/urea 1:2 as a deep eutectic solvent (DES) in the synthesis of vinyl selenides. A good selectivity for the (E)-1,2-bis-organylseleno alkenes was observed starting from terminal alkynes and diaryl or dibutyl diselenides in the presence of NaBH4. The reaction of 1,3-butadiynes with diphenyl diselenide afforded exclusively the respective mono-selenylated (Z)-alkenynes. Diphenyl ditelluride reacted with phenylacetylene and 1,4-diphenyl-but-1-en-3-yne affording (Z)-phenyltelluro alkenes in good yields.
DES as a green solvent to prepare 1,2-bis-organylseleno alkenes. Scope and limitations
SANTI, Claudio;
2015
Abstract
We describe here our results on the use of choline chloride/urea 1:2 as a deep eutectic solvent (DES) in the synthesis of vinyl selenides. A good selectivity for the (E)-1,2-bis-organylseleno alkenes was observed starting from terminal alkynes and diaryl or dibutyl diselenides in the presence of NaBH4. The reaction of 1,3-butadiynes with diphenyl diselenide afforded exclusively the respective mono-selenylated (Z)-alkenynes. Diphenyl ditelluride reacted with phenylacetylene and 1,4-diphenyl-but-1-en-3-yne affording (Z)-phenyltelluro alkenes in good yields.File in questo prodotto:
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