{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Zhang S"],"funding":["Leverhulme Trust","CAPES-PrInt/UFPel"],"pagination":["e202511703"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC12416468"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["64(37)"],"pubmed_abstract":["Arylacetamides are important structural motifs found in many bioactive compound classes. Given their significance, the selective decoration of arylacetamides by transition metal-catalyzed C─H activation has attracted considerable attention. Here, we report a two-step transition metal-free formal C─H/C─H coupling of arylacetamides with sulfoxides that proceeds via the formation and rearrangement of little-known α-amido sulfonium salts; the amide motif \"catches\" the sulfoxide partner prior to its delivery to the ortho-position of the aromatic ring by rearrangement of a sulfur ylide intermediate. The approach delivers alkylated arylacetamides bearing sulfide functional handles that can be exploited in downstream manipulations. This protocol has allowed the synthesis of a dopamine D1 receptor "],"journal":["Angewandte Chemie (International ed. in English)"],"pubmed_title":["Transition Metal-Free Formal C─H/C─H Coupling of Arylacetamides and Sulfoxides: An Interrupted Pummerer/[2,3]-sigmatropic Rearrangement Sequence."],"pmcid":["PMC12416468"],"funding_grant_id":["RPG‐2023‐156","RPG-2023-156"],"pubmed_authors":["Joynson BW","Larroza A","Procter DJ","Romano C","Zhang S","Lou YX"],"additional_accession":[]},"is_claimable":false,"name":"Transition Metal-Free Formal C─H/C─H Coupling of Arylacetamides and Sulfoxides: An Interrupted Pummerer/[2,3]-sigmatropic Rearrangement Sequence.","description":"Arylacetamides are important structural motifs found in many bioactive compound classes. Given their significance, the selective decoration of arylacetamides by transition metal-catalyzed C─H activation has attracted considerable attention. Here, we report a two-step transition metal-free formal C─H/C─H coupling of arylacetamides with sulfoxides that proceeds via the formation and rearrangement of little-known α-amido sulfonium salts; the amide motif \"catches\" the sulfoxide partner prior to its delivery to the ortho-position of the aromatic ring by rearrangement of a sulfur ylide intermediate. The approach delivers alkylated arylacetamides bearing sulfide functional handles that can be exploited in downstream manipulations. This protocol has allowed the synthesis of a dopamine D1 receptor ","dates":{"release":"2025-01-01T00:00:00Z","publication":"2025 Sep","modification":"2026-06-02T02:25:09.624Z","creation":"2026-04-13T03:11:42.054Z"},"accession":"S-EPMC12416468","cross_references":{"pubmed":["40734260"],"doi":["10.1002/anie.202511703"]}}