Reactions of 4,4,9-trimethyl-4,9-dihydro-4-silanaphtho[3,2-b]thiophen-9-one with nucleophilic and electrophilic reagents

We have studied the reaction of 4,4,9-trimethyl-4,9-dihydro-4-silanaphtho[3,2-b]-thiophen-9-one with organometallic compounds, lithium aluminum hydride, sodium borohydride, aniline, and acetyl nitrate. We have obtained secondary and tertiary dihydrosilanaphtho[3,2-b]thiophen-9-ols and 9-phenyliminodihydrosilanaphtho[3,2-b]thiophene. We have established that nitration of dihydrosilanaphthothiophen-9-one occurs at the α position of the thiophene moiety. ©1998 Plenum Publishing Corporation.