6533b85dfe1ef96bd12bde96
RESEARCH PRODUCT
Regioselective Metal- and Reagent-Free Arylation of Benzothiophenes by Dehydrogenative Electrosynthesis.
Robert FrankeDieter SchollmeyerSiegfried R. WaldvogelSebastian Lipssubject
010405 organic chemistryChemistryRegioselectivityBenzothiopheneGeneral Chemistry010402 general chemistryElectrosynthesis01 natural sciencesCombinatorial chemistryCatalysis0104 chemical sciencesMetalchemistry.chemical_compoundvisual_artReagentvisual_art.visual_art_mediumPhenolMoietySelectivitydescription
A novel strategy for the synthesis of biaryls consisting of a benzothiophene and a phenol moiety is reported. These heterobiaryls are of utmost interest for pharmaceutical, biological, and high-performance optoelectronic applications. The metal- and reagent-free, electrosynthetic, and highly efficient method enables the generation of 2- and 3-(hydroxyphenyl)benzo[b]thiophenes in a regioselective fashion. The described one-step synthesis is easy to conduct, scalable, and inherently safe. The products are afforded in high yields of up to 88 % and with exquisite selectivity. The reaction also features a broad scope and tolerates a large variety of functional groups.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2018-07-27 | Angewandte Chemie (International ed. in English) |