6533b837fe1ef96bd12a27c3
RESEARCH PRODUCT
Multicomponent Synthesis of Benzothiophen-2-acetic Esters by a Palladium Iodide Catalyzed S-cyclization – Alkoxycarbonylation Sequence
Bartolo GabrieleMelania LettieriAntonio Palumbo PiccionelloRaffaella MancusoPatrizio RussoIda Ziccarellisubject
chemistry.chemical_classificationmulticomponent reactionIodidechemistry.chemical_elementGeneral ChemistrycarbonylationSettore CHIM/06 - Chimica OrganicapalladiumCombinatorial chemistryCatalysischemistrybenzothiophenesS-cyclizationCarbonylationPalladiumSequence (medicine)description
A catalytic carbonylative approach to the multicomponent synthesis of benzothiophene derivatives from simple building blocks [1-(2-(methylthio)phenyl)prop-2-yn-1-ols, carbon monoxide, and an alcohol)] is presented. It is based on an S-cyclization-demethylation-alkoxycarbonylation-reduction sequence promoted by the PdI2/KI catalytic system, occurring under relatively mild conditions (40 atm, 80 °C, 15 h). Benzothiophene-2-acetic esters are obtained in moderate to good yields (35–70%) starting from variously substituted substrates in combination with different alcohols as external nucleophiles (17 examples). (Figure presented.).
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2021-08-27 |