Hirschbeck, Vera and Gehrtz, Paul H. and Fleischer, Ivana (2016) Regioselective Thiocarbonylation of Vinyl Arenes. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 138 (51). pp. 16794-16799. ISSN 0002-7863,
Full text not available from this repository. (Request a copy)Abstract
A palladium-catalyzed thiocarbonylation of styrene derivatives is reported for the first time. The combination of thiols as nucleophiles and a bidentate ligand ensures a unique reaction outcome with high regioselectivity toward the more valuable branched isomer and new reactivity. The ambient reaction conditions (temperature, catalyst loading) and the use of a CO surrogate render this transformation a useful method for the synthesis of thioesters from available feedstock. Various functional groups on arene and thiol substituents are tolerated by the system. Notably, challenging ortho-substituted styrenes are converted with unprecedentedly high regioselectivity.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | PALLADIUM-CATALYZED THIOCARBONYLATION; CARBON-MONOXIDE; THIOL ESTERS; KETONE SYNTHESIS; EFFICIENT SYNTHESIS; PHOSPHINE-LIGANDS; N-FORMYLSACCHARIN; METAL-COMPLEXES; METHYL OLEATE; ARYL HALIDES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Dr. Ivana Fleischer |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 21 Mar 2019 09:58 |
| Last Modified: | 21 Mar 2019 09:58 |
| URI: | https://pred.uni-regensburg.de/id/eprint/3766 |
Actions (login required)
 |
View Item |
