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Reductant-free cross-electrophile synthesis of di(hetero)arylmethanes by palladium-catalyzed desulfinative C–C coupling

Abstract:
An efficient Pd-catalyzed one-pot desulfinative crosscoupling 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.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1002/ange.202116775

Authors


Publisher:
Wiley
Journal:
Angewandte Chemie International Edition More from this journal
Volume:
134
Issue:
19
Article number:
e202116775
Publication date:
2022-03-14
Acceptance date:
2022-02-24
DOI:
EISSN:
1521-3773
ISSN:
1433-7851


Language:
English
Keywords:
Pubs id:
1241193
Local pid:
pubs:1241193
Deposit date:
2022-02-25
ARK identifier:

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