ol8b00221_si_001.pdf (10.47 MB)
Nickel-Catalyzed Remote Arylation of Alkenyl Aldehydes Initiated by Radical Alkylation with Tertiary α‑Carbonyl Alkyl Bromides
journal contribution
posted on 2018-02-12, 21:09 authored by Weiwei Jin, Yulu Zhou, Ying Zhao, Qianqian Ma, Lichun Kong, Gangguo ZhuA novel nickel-catalyzed remote arylation
of alkenyl aldehydes triggered by radical alkylation with tertiary
α-carbonyl alkyl bromides is described, thus producing a quaternary
carbon center containing ketones in promising yields with broad functional
group compatibility. Preliminary mechanistic studies suggest that
the combination of a 1,n-HAT (n =
5 or 6) from alkyl radicals to aldehyde C–H bonds with nickel
catalysis may account for the realization of this reaction.
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Bromidenickel catalysisarylationRadical Alkylationgroup compatibilityPreliminaryNickel-Catalyzed Remote Arylationquaternary carbon centercombinationnovel nickel-catalyzedrealizationalkenyl aldehydesα- carbonyl alkyl bromidesCarbonylAlkenyl Aldehydes Initiatedyieldalkyl radicalsketonealkylationTertiarybond
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