Ei. Miranda et al., THIOLS, UNSYMMETRICAL SULFIDES AND THIOACETALS FROM THE NEW REAGENT -TRIISOPROPYLSILANETHIOL, Tetrahedron letters, 35(20), 1994, pp. 3221-3224
Triisopropylsilanethiol (HSTIPS, 1), easily prepared in 98% yield from
H2S and TIPSCl, is efficiently alkylated in a selective manner with 1
degrees and 2 degrees alkyl halides or tosylates through its potassiu
m thiolate (2c) to provide RSTIPS (3) in excellent yields. Compound 3
provides a convenient source of alkanethiols (4), unsymmetrical dialky
l sulfides (5) and thioacetals (6).