S. Hariprasad et G. Nagendrappa, PREPARATION OF AMINO-SUBSTITUTED CYCLIC VINYLSILANES BY WURTZ-FITTIG PROCEDURE, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 36(11), 1997, pp. 1016-1019
The Wurtz-Fittig method of silylation of simple vinyl halides to vinyl
silanes is extended to aminosubstituted vinyl halides. 2-Halo-3-morpho
linylcycloalkenes can be silylated to the corresponding 1 2-trimethyls
ilyl-3-morpholinyl-1-cycloalkenes using excess of chlorotrimethylsilan
e and sodium in dioxane solvent without significant cleavage of C-N-mo
rpholinyl bond under these metal reduction conditions. Similar success
was not achieved with piperidinyl derivatives.