Cobalt-Catalyzed Cross-Couplings between Alkyl Halides and Grignard Reagents.
Sign Up to like & getrecommendations! Published in 2020 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.0c00238
Abstract: ConspectusMetal-catalyzed cross-couplings have emerged as essential tools for the construction of C-C bonds. The identification of efficient catalytic systems as well as large substrate scope made these cross-couplings key reactions to access valuable molecules ranging… read more here.
Keywords: cross couplings; alkyl halides; grignard reagents; cobalt catalyzed ... See more keywords
Mechanistic Aspects of Pincer Nickel(II)-Catalyzed C–H Bond Alkylation of Azoles with Alkyl Halides
Sign Up to like & getrecommendations! Published in 2018 at "Organometallics"
DOI: 10.1021/acs.organomet.8b00025
Abstract: The quinolinyl-based pincer nickel complex, κN,κN,κN-{C9H6N-(μ-N)-C6H4–NMe2}NiCl [(QNNNMe2)NiCl; (1)] has recently been demonstrated to be an efficient and robust catalyst for the alkylation of azoles with alkyl halides under copper-free conditions. Herein, we report the detailed… read more here.
Keywords: alkyl halides; bond; pincer nickel; alkylation azoles ... See more keywords
Nickel-Catalyzed C-S Reductive Cross-Coupling of Alkyl Halides with Arylthiosilanes toward Alkyl Aryl Thioethers.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01954
Abstract: A nickel-catalyzed C-S reductive cross-coupling of alkyl halides with arylthiosilanes for producing alkyl aryl thioethers is developed. This reaction is initiated by umpolung transformations of arylthiosilanes followed by C-S reductive cross-coupling with alkyl halides to… read more here.
Keywords: coupling alkyl; reductive cross; cross coupling; nickel catalyzed ... See more keywords
Fully Automated Flow Protocol for C(sp3)-C(sp3) Bond Formation from Tertiary Amides and Alkyl Halides.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01390
Abstract: Herein, we present a novel C(sp3)-C(sp3) bond-forming protocol via the reductive coupling of abundant tertiary amides with organozinc reagents prepared in situ from their corresponding alkyl halides. Using a multistep fully automated flow protocol, this… read more here.
Keywords: fully automated; sp3 bond; alkyl halides; sp3 sp3 ... See more keywords
Unactivated Alkyl Halides in Transition-Metal-Catalyzed C–H Bond Alkylation
Sign Up to like & getrecommendations! Published in 2021 at "ACS Catalysis"
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
Fully Aqueous and Air-Compatible Cross-Coupling of Primary Alkyl Halides with Aryl Boronic Species: A Possible and Facile Method
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DOI: 10.1021/acscatal.3c00252
Abstract: Aqueous transformations confer many advantages, including decreased environmental impact and increased opportunity for biomolecule modulation. Although several studies have been conducted to enable the cross-coupling of aryl halides in aqueous conditions, until now a process… read more here.
Keywords: water; methodology; alkyl halides; cross coupling ... See more keywords
Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route toward contra-Thermodynamic Olefins.
Sign Up to like & getrecommendations! Published in 2021 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.1c06768
Abstract: We report here a mechanistically distinct tactic to carry E2-type eliminations on alkyl halides. This strategy exploits the interplay of α-aminoalkyl radical-mediated halogen-atom transfer (XAT) with desaturative cobalt catalysis. The methodology is high-yielding, tolerates many… read more here.
Keywords: alkyl halides; atom transfer; contra thermodynamic; transfer xat ... See more keywords
A Unified and Desymmetric Approach to Chiral Tertiary Alkyl Halides.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.1c12404
Abstract: Enantioenriched tertiary alkyl halides are prevalent in bioactive molecules and can serve as versatile synthetic intermediates to construct complex structures. While conventional access to these motifs often hinges on stereoselective carbon-halogen or carbon-carbon bond formation… read more here.
Keywords: approach chiral; desymmetric approach; tertiary alkyl; unified desymmetric ... See more keywords
Ligand Development for Copper-Catalyzed Enantioconvergent Radical Cross-Coupling of Racemic Alkyl Halides.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c06718
Abstract: The enantioconvergent cross-coupling of racemic alkyl halides represents a powerful tool for the synthesis of enantioenriched molecules. In this regard, the first-row transition metal catalysis provides a suitable mechanism for stereoconvergence by converting racemic alkyl… read more here.
Keywords: racemic alkyl; copper; alkyl halides; cross coupling ... See more keywords
Ligand Relay Catalysis Enables Asymmetric Migratory Reductive Acylation of Olefins or Alkyl Halides.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c10785
Abstract: Design of ligands in transition-metal catalyzed reactions is challenging, especially in asymmetric transformations. With each step in the catalytic cycle promoted by its privileged ligand and different steps well-connected by dynamic ligand exchange, synergistic combination… read more here.
Keywords: enables asymmetric; catalysis enables; alkyl halides; acylation ... See more keywords
Synthesis of Allylic Alcohols via Cu-Catalyzed Hydrocarbonylative Coupling of Alkynes with Alkyl Halides.
Sign Up to like & getrecommendations! Published in 2018 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b12582
Abstract: We have developed a modular procedure to synthesize allylic alcohols from tertiary, secondary, and primary alkyl halides and alkynes via a Cu-catalyzed hydrocarbonylative coupling and 1,2-reduction tandem sequence. The use of tertiary alkyl halides as… read more here.
Keywords: alkyl halides; hydrocarbonylative coupling; catalyzed hydrocarbonylative; via catalyzed ... See more keywords