In:
Angewandte Chemie, Wiley, Vol. 134, No. 47 ( 2022-11-21)
Abstract:
A nickel‐catalyzed reductive cross‐electrophile coupling between the redox‐active N‐ trifluoroethoxyphthalimide and iodoarenes is documented. The protocol reproduces a formal arylation of trifluoroacetaldehyde under mild conditions in high yields (up to 88 %) and with large functional group tolerance (30 examples). A combined computational and experimental investigation revealed a pivotal solvent assisted 1,2‐Hydrogen Atom Transfer (HAT) process to generate a nucleophilic α‐hydroxy‐α‐trifluoromethyl C‐centered radical for the Csp 2 −Csp 3 bond forming process.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v134.47
DOI:
10.1002/ange.202211732
Language:
English
Publisher:
Wiley
Publication Date:
2022
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514305-6
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505872-7
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1479266-7
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506259-7
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