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Reductant-Free Cross-Electrophile Synthesis of Di(hetero)arylmethanes by Palladium-Catalyzed Desulfinative C-C Coupling.
McKnight, Janette; Shavnya, Andre; Sach, Neal W; Blakemore, David C; Moses, Ian B; Willis, Michael C.
Afiliación
  • McKnight J; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.
  • Shavnya A; Medicine Design, Pfizer Inc., Eastern Point Road, Groton, CT 06340, USA.
  • Sach NW; Medicine Design, La Jolla Laboratories, Pfizer Inc., 10770 Science Center Drive, San Diego, CA 92121, USA.
  • Blakemore DC; Medicine Design, Pfizer Inc., Eastern Point Road, Groton, CT 06340, USA.
  • Moses IB; Chemical Research and Development, Pfizer Ltd., Discovery Park, Ramsgate Rd, Sandwich, CT13 9ND, UK.
  • Willis MC; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Angew Chem Int Ed Engl ; 61(19): e202116775, 2022 05 02.
Article en En | MEDLINE | ID: mdl-35229419
An efficient Pd-catalyzed one-pot desulfinative cross-coupling to access medicinally relevant di(hetero)arylmethanes is reported. The method is reductant-free, and involves a sulfinate transfer reagent and a Pd-catalyst mediating the union of two electrophilic coupling partners; a (hetero)aryl halide and a benzyl halide. We establish for the first time that benzyl sulfinates, generated in situ, undergo efficient Pd-catalyzed desulfinative cross-coupling with (hetero)aryl halides to generate di(hetero)arylmethanes. The reaction can be extended to benzylic pseudohalides derived from benzyl alcohols. The reactions are straightforward to perform and scalable, and all reaction components are commercially available.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Paladio / Sustancias Reductoras Idioma: En Revista: Angew Chem Int Ed Engl Año: 2022 Tipo del documento: Article Pais de publicación: Alemania
Texto completo
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Paladio / Sustancias Reductoras Idioma: En Revista: Angew Chem Int Ed Engl Año: 2022 Tipo del documento: Article Pais de publicación: Alemania