Reaction of trimethylsilanes with Arenes and Alk-1-enes in the Presence of Lewis Acid: Syntheses of - and (1-Arylthioalk-3-enyl)-trimethylsilanes
Treatment of equimolar amounts of the trimethylsilanes (2) or (3) and electron-rich arenes with an equimolar amount of Lewis acid (SnCl4 or TiCl4) gave the Friedel-Crafts reaction products, trimethylsilanes (4) or (5), in high yields.Similar treatment of the chlorides (2) or (3) with alk-1-enes gave ene type products, trimethylsilanes (12) or (13), in moderate yields.Some chemical transformations of these products are also described.
INTRODUCTION OF AN ARYLTHIO(TRIMETHYLSILYL)METHYL GROUP INTO ARENES BY FRIEDEL-CRAFTS REACTION: SYNTHESIS OF ARYLMETHYLTRIMETHYLSILANES
Friedel-Crafts reactions of trimethylsilanes (1a, b) with arenes gave trimethylsilanes (2a,b), which were converted into arylmethyltrimethylsilanes (3) by reduction with Raney nickel.