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

Autor: Michael J. Diaz, Edgar I. Miranda, Izander Rosado, John A. Soderquist
Rok vydání: 1994
Předmět:
Zdroj: Tetrahedron Letters. 35:3221-3224
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)76869-9
Popis: 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 ).
Databáze: OpenAIRE