Rapid Assembly of Tetrasubstituted Furans via Pummerer-Type Rearrangement. [PDF]
J Am Chem Soc, 2021 Despite the many methods available for the synthesis of furans, few methods remain that allow for the custom-made assembly of fully substituted furans. Here we report a powerful protocol to rapidly construct tetrasubstituted, orthogonally functionalized furans under mild reaction conditions. The developed method involves the regioselective ring-opening
Haut FL +5 more
europepmc +5 more sources
Transition Metal-Free Formal C─H/C─H Coupling of Arylacetamides and Sulfoxides: An Interrupted Pummerer/[2,3]-sigmatropic Rearrangement Sequence. [PDF]
Angew Chem Int Ed EnglA two‐step formal C─H/C─H coupling of arylacetamides with sulfoxides proceeds via the formation and rearrangement of little‐known α‐amido sulfonium salts and provides an alternative to transition metal‐catalyzed C─H activation. The protocol is showcased in a short synthesis of a dopamine D1 receptor allosteric modulator.
Zhang S +5 more
europepmc +6 more sources
Intertwined Processes in the Pummerer-Type Rearrangement Affording α-Trifluoromethoxylated Thioethers and the Corresponding Highly Enantioenriched Sulfoxides. [PDF]
ChemistryHighly stereoenriched α‐trifluoromethoxylated sulfoxides were accessed from racemic aryl methyl sulfoxides, by means of a trifluoromethoxylative Pummerer rearrangement and a highly enantioselective sulfoxidation. The 2‐step procedure could be performed in one pot.
Moget N +6 more
europepmc +4 more sources
C-Aryl Glycosylation via Interrupted Pummerer Rearrangement [PDF]
Chinese Journal of Chemistry, 2023 C-aryl glycosides are an important kind of carbohydrate derivatives for drug discovery, due to their distinctive attributes of resistance to hydrolysis from enzymes. Herein, C-aryl glycosylation was established for the synthesis of 2-sulfur C-aryl glycals and 1,2-dihydrobenzofuran-fused C-aryl glycosides via interrupted Pummerer process, featured with ...
Jiagen Li, Xuefeng Jiang
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A Novel Asymmetric Vinylogous Tin-Pummerer Rearrangement [PDF]
Organic Letters, 2004 AbstractFor Abstract see ChemInform Abstract in Full Text.
José Luis, García Ruano +2 more
openaire +4 more sources
Alkylcysteine Sulfoxide C-S Monooxygenase Uses a Flavin-Dependent Pummerer Rearrangement. [PDF]
J Am Chem Soc, 2023 Hazra S, Begley TP.
europepmc +2 more sources
Repurposing the Pummerer Rearrangement: Determination of Methionine Sulfoxides in Peptides. [PDF]
Chembiochem, 2020 Woodroofe CC +4 more
europepmc +3 more sources
The Sulfinate-Sulfone Pummerer Rearrangement
, 2000 alpha-CH acidic sulfoxides with additional electron-withdrawing substitution at C-alpha afford generation of a sulfonyl thioethers during reaction with sulfinyl chlorides.
Kurt Schank
openaire +2 more sources
Dual vicinal functionalisation of heterocycles via an interrupted Pummerer coupling/[3,3]-sigmatropic rearrangement cascade. [PDF]
Chem Sci, 2018 Šiaučiulis M +3 more
europepmc +3 more sources
Chirale Synthesebausteine aus Aminosäuren: Dihydrothiazol-Derivate (Δ4-Thiazoline) aus Cystein
CHIMIA, 1989 Reaction of cysteine with pivalaldehyde and protection at the nitrogen atom with benzyl chloroformate give the diastereomerically pure cyclic N,S-acetal 2 which is selectively oxidized to the sulfoxide 3.
Dieter Seebach +3 more
doaj +1 more source