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Original Articles

STUDIES OF TRIPHENYLSILANETHIOL ADDITION TO ALKYNES: PREPARATION OF VINYL SULFIDES

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Pages 187-192 | Received 02 Jan 1998, Accepted 25 Feb 1998, Published online: 16 Feb 2007
 

Abstract

The scope and limitations of triphenylsilanethiol (1) a solid hydrogen sulfide equivalent, were investigated in free radical reactions to terminal alkynes. The triphenylsilylthioenol ether intermediate thus obtained was deprotected with Cs2CO3 in the presence of various electrophiles to yield mixtures of E and Z vinyl sulfides. The ratio of E and Z isomers could be controlled by varying the concentration of the starting alkynes.

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