LABORATORY-SCALE PREPARATION OF 4,4,5,5,5-PENTAFLUOROPENTAN-1-THIOL -AN IMPORTANT CHAIN OF ANTI-BREAST CANCER AGENTS

Authors
LI X PROVENCHER L SINGH SM
Citation
X. Li et al., LABORATORY-SCALE PREPARATION OF 4,4,5,5,5-PENTAFLUOROPENTAN-1-THIOL -AN IMPORTANT CHAIN OF ANTI-BREAST CANCER AGENTS, Tetrahedron letters, 35(49), 1994, pp. 9141-9144
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
49
Year of publication
1994
Pages
9141 - 9144
Database
ISI
SICI code
0040-4039(1994)35:49<9141:LPO4->2.0.ZU;2-E
Abstract
Quantitative free radical addition of perfluoroethyl iodide to proparg yl alcohol in the presence of sodium hydrosulfite gave E/Z-2-iodo-4,4, 5,5,5-pentafluoro-2-penten-1-ols, which were converted to 4,4,5,5,5-pe ntafluoropentan-1-ol in one step in excellent yield by catalytic hydro genation over platinum oxide in the presence of triethylamine. 4,4,5,5 ,5-Pentafluoropentan-1-thiol was obtained in good yield via modified M itsunobu reaction of the alcohol.