Angew Chem Int Ed Engl
November 2023
The oxidosqualene cyclase (OSC) catalyzed cyclization of the linear substrate (3S)-2,3-oxidosqualene to form diverse pentacyclic triterpenoid (PT) skeletons is one of the most complex reactions in nature. Friedelin has a unique PT skeleton involving a fascinating nine-step cation shuttle run (CSR) cascade rearrangement reaction, in which the carbocation formed at C2 moves to the other side of the skeleton, runs back to C3 to yield a friedelin cation, which is finally deprotonated. However, as crystal structure data of plant OSCs are lacking, it remains unknown why the CSR cascade reactions occur in friedelin biosynthesis, as does the exact catalytic mechanism of the CSR.
View Article and Find Full Text PDFFunctionalization of perfluoroalkyl compounds has shown huge potential in synthetic chemistry and drug development. Herein, we report a one-pot tandem perfluoroalkylation-defluorination reaction of indole, perfluoroalkyl iodide, and water in the presence of NaSO. A wide array of indole derivatives were efficiently accessed with good yields under mild reaction conditions.
View Article and Find Full Text PDFIn this paper, we report an efficient approach for the direct fluoroalkylthiolation of indoles with iodofluoroethane in the presence of NaSO. In this work, we employed readily available iodofluoroethane and NaSO as fluoroalkylthiolation reagents, featuring mild conditions and a wide range of indole substrates. In addition, fluoroalkylthiolated 2,3'-biindole derivatives can also be prepared by this method.
View Article and Find Full Text PDFThe C (COOH) hexa-adduct has been successfully used as a building block to construct carboxylate bridged 3D networks with very homogeneous sub-1.8 nm ruthenium nanoparticles. The obtained nanostructures are active in nitrobenzene selective hydrogenation.
View Article and Find Full Text PDFThis research provides a novel approach for introducing a CF3CH2 group onto aromatic rings using Pd(OAc)2/palladacycle as a catalyst for the Suzuki cross-coupling reaction of CF3CH2OTs (OTs = 4-methylbenzene sulfonate) with arylboronic acids.
View Article and Find Full Text PDFThe novel palladium-catalyzed decarboxylative cross-coupling reactions of 2-picolinic acid with aryl and heteroaryl bromides including benzenes, naphthalenes, pyridines and quinolines for C-C bond formation have been successfully achieved.
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