Nickel-Catalyzed C(sp3)-C(sp3) Cross-Electrophile Coupling of In Situ Generated NHP Esters with Unactivated Alkyl Bromides.
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DOI: 10.1021/acs.orglett.2c00805
Abstract: The formation of C(sp3)-C(sp3) bonds by cross-coupling remains a challenge in synthesis. Here, we demonstrate a two-step, one-pot protocol for the in situ generation of N-hydroxyphthalimide esters and their nickel-catalyzed cross-electrophile coupling with unactivated alkyl… read more here.
Keywords: unactivated alkyl; nickel catalyzed; sp3; sp3 sp3 ... See more keywords
Nickel-Catalyzed Reductive Coupling of γ-Metalated Ketones with Unactivated Alkyl Bromides.
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DOI: 10.1021/acs.orglett.2c01390
Abstract: A nickel-catalyzed reductive cross-coupling reaction of aryl cyclopropyl ketones with easily accessible unactivated alkyl bromides to access aryl alkyl ketones has been developed. This strategy facilitates access to various of γ-alkyl-substituted ketones via ring opening… read more here.
Keywords: unactivated alkyl; nickel catalyzed; reductive coupling; alkyl bromides ... See more keywords
Oxy-Alkylation of Allylamines with Unactivated Alkyl Bromides and CO2 via Visible-Light-Driven Palladium Catalysis.
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DOI: 10.1021/acs.orglett.8b01079
Abstract: A selective oxy-alkylation of allylamines with unactivated alkyl bromides and CO2 via visible-light-driven palladium catalysis is reported. The commercially available Pd(PPh3)4 is used as the sole catalyst in this three-component reaction. A variety of tertiary,… read more here.
Keywords: unactivated alkyl; allylamines unactivated; bromides co2; alkylation allylamines ... See more keywords
Unactivated Alkyl Halides in Transition-Metal-Catalyzed C–H Bond Alkylation
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DOI: 10.1021/acscatal.0c05580
Abstract: Alkylation represents an important organic transformation in molecular science to develop privileged alkylated arenes and heteroarenes. Especially, the direct C–H bond alkylation using unactivated ... read more here.
Keywords: alkyl halides; alkylation; unactivated alkyl; halides transition ... See more keywords
Cross-Electrophile Coupling of Unactivated Alkyl Chlorides.
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DOI: 10.1021/jacs.0c04812
Abstract: Alkyl chlorides are bench-stable chemical feedstocks that remain among the most underutilized electrophile classes in transition metal catalysis. Overcoming intrinsic limitations of C(sp3)-Cl bond activation, we report the development of a novel organosilane reagent that… read more here.
Keywords: alkyl; alkyl chlorides; unactivated alkyl; cross electrophile ... See more keywords
Ni-catalyzed migratory fluoro-alkenylation of unactivated alkyl bromides with gem-difluoroalkenes† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c8sc04162h
Sign Up to like & getrecommendations! Published in 2019 at "Chemical Science"
DOI: 10.1039/c8sc04162h
Abstract: A migratory fluoro-alkenylation of unactivated alkyl bromides is reported; the reaction is enabled by fluorine effects and involves an alkyl nickel chain-walking mechanism. read more here.
Keywords: unactivated alkyl; alkenylation unactivated; alkyl bromides; fluoro alkenylation ... See more keywords
Cu-Catalyzed cyanoalkylation of electron-deficient alkenes with unactivated alkyl bromides.
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DOI: 10.1039/c9cc04432a
Abstract: We here report the photoinduced Cu-catalyzed cyanoalkylation of electron-deficient alkenes by using alkyl bromides as alkylation reagents. In the reactions, 1°, 2°, and 3° unactivated alkyl bromides with various sensitive functional groups were well tolerated… read more here.
Keywords: unactivated alkyl; alkyl bromides; cyanoalkylation electron; deficient alkenes ... See more keywords
C-C and C-X coupling reactions of unactivated alkyl electrophiles using copper catalysis.
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DOI: 10.1039/d0cs00316f
Abstract: Transition metal-catalysed cross-coupling reactions are widely used for construction of carbon-carbon and carbon-heteroatom bonds. However, compared to aryl or alkenyl electrophiles, the cross-coupling of unactivated alkyl electrophiles containing β hydrogens remains a challenge. Over the… read more here.
Keywords: unactivated alkyl; reactions unactivated; copper; alkyl electrophiles ... See more keywords
Rh-catalyzed alkoxycarbonylation of unactivated alkyl chlorides
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DOI: 10.1039/d2sc04103k
Abstract: A general rhodium-catalyzed selective carbonylative coupling of unactivated alkyl chlorides with aliphatic alcohols or phenols to the corresponding esters is presented for the first time. Crucial for this transformation is the addition of sodium iodide,… read more here.
Keywords: unactivated alkyl; alkyl chlorides; catalyzed alkoxycarbonylation; alkoxycarbonylation unactivated ... See more keywords