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Volumn 55, Issue 37, 2016, Pages 11207-11211

Nickel-Catalyzed Reductive Amidation of Unactivated Alkyl Bromides

Author keywords

cross coupling; nickel; reductive coupling; synthetic methods

Indexed keywords

AMIDES; NICKEL; ORGANOMETALLICS;

EID: 84976877686     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201605162     Document Type: Article
Times cited : (64)

References (94)
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    • Note, however, that L3 turned out to be particularly efficient for aryl isocianates (see Scheme 3
    • Note, however, that L3 turned out to be particularly efficient for aryl isocianates (see Scheme 3).
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    • This hypothesis is reinforced by the significant inhibition observed when reacting 1 a with 2 a in the presence of radical scavengers such as TEMPO or BHT. The intermediacy of radical-type intermediates gains credence from the observation that the Ni-catalyzed reductive amidation of 6-bromohex-1-ene results in a linear relationship between acyclic and 5-exo-trig cyclization products at different Ni/L2 loadings.
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    • CCDC 1481428 (7) and CCDC 1481429 (8) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre.
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    • β-hydride elimination, reduction, homodimerization, and the formation of N-acylureas account for the mass balance.
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