Tetrahedron letters

Thiols, unsymmetrical sulfides and thioacetals from the new reagent: triisopropylsilanethiol

EI Miranda, MJ Díaz, I Rosado, JA Soderquist

Index: Miranda, Edgar I.; Diaz, Michael J.; Rosado, Izander; Soderquist, John A. Tetrahedron Letters, 1994 , vol. 35, # 20 p. 3221 - 3224

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Citation Number: 41

Abstract

Abstract Triisopropylsilanethiol (HSTIPS, 1), easily prepared in 98% yield from H 2 S and TIPSCl, is efficiently alkylated in a selective manner with 1 and 2 alkyl halides or tosylates through its potassium thiolate (2c) to provide RSTIPS (3) in excellent yields. Compound 3 provides a convenient source of alkanethiols (4), unsymmetrical dialkyl sulfides (5) and thioacetals (6).