Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 5, Pages 1950-1955Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201912383
Keywords
cross-coupling; palladium; structure elucidation; sulfur; synthetic methods
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Funding
- European Research Council (ERC) [771295] Funding Source: European Research Council (ERC)
- Deutsche Forschungsgemeinschaft [INST 186/1237-1] Funding Source: Medline
- H2020 European Research Council [771295] Funding Source: Medline
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A synthetic protocol for the preparation of 5-(aryl)dibenzothiophenium salts starting from inexpensive dibenzothiophene S-oxide and simple arenes is reported. The scope of the method regarding the nature of the arene is evaluated, intermediates along the reaction sequence have been trapped, and side-reactions identified. In addition, the X-ray structures of a complete set of these salts are reported and their reactivities studied. Specifically, chemoselective Suzuki coupling is observed at the dibenzothiophenium in the presence of iodides.
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