Mechanochemistry Drives Alkene Difunctionalization via Radical Ligand Transfer and Electron Catalysis
Sign Up to like & getrecommendations! Published in 2024 at "Advanced Science"
DOI: 10.1002/advs.202402970
Abstract: A general and modular protocol is reported for olefin difunctionalization through mechanochemistry, facilitated by cooperative radical ligand transfer (RLT) and electron catalysis. Utilizing mechanochemical force and catalytic amounts of 2,2,6,6‐tetramethylpiperidinyloxyl (TEMPO), ferric nitrate can leverage… read more here.
Keywords: radical ligand; mechanochemistry; difunctionalization; electron catalysis ... See more keywords
Construction of Fluorinated Amino Acid Derivatives via Cobalt-Catalyzed Oxidative Difunctionalization of Cyclic Ethers.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.1c04048
Abstract: Via difunctionalization of the α- and β-sites of cyclic ethers, we herein demonstrate a new synthetic method for the efficient construction of novel fluorinated γ-amino acid esters by employing a CoBr2/m-CPBA catalyst system. Several cyclic… read more here.
Keywords: cyclic ethers; difunctionalization; amino acid; construction ... See more keywords
From Styrenes to Fluorinated Benzyl Bromides: A Photoinduced Difunctionalization via Atom Transfer Radical Addition.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01699
Abstract: An operationally simple and practical method is disclosed to achieve the difunctionalization of styrenes, generating fluorinated benzyl bromides via a photoinduced atom transfer radical addition process. The developed method is mild, atom-economical, cost-effective, employs very… read more here.
Keywords: transfer radical; difunctionalization; atom transfer; fluorinated benzyl ... See more keywords
Visible-Light-Initiated Difunctionalization of Quinoxalin-2(1H)-ones with Acyloxy Nitroso Compounds.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02703
Abstract: Herein, a photoinitiated radical relay reaction of quinoxalin-2(1H)-ones, with acyloxy nitroso compounds as a source of radicals, is described. Although the C-H functionalization of quinoxalin-2(1H)-ones has been investigated, its difunctionalization, the simultaneous construction of C-C… read more here.
Keywords: acyloxy nitroso; difunctionalization; ones acyloxy; quinoxalin ones ... See more keywords
Photosensitized 1,2-Difunctionalization of Alkenes to Access β-Amino Sulfonamides.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c00432
Abstract: A metal-free photosensitized 1,2-imino-sulfamoylation of olefins by employing a tailor-made sulfamoyl carbamate as the difunctionalization reagent has been established. This protocol exhibits versatility across a broad substrate scope, including aryl and aliphatic alkenes, leading to… read more here.
Keywords: access amino; difunctionalization alkenes; amino; photosensitized difunctionalization ... See more keywords
Photoinduced Decatungstate Anion-Catalyzed 1,4-Difunctionalization of 1,3-Butadienes via C-H Activation.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c01877
Abstract: This paper outlines an innovative three-component coupling strategy for the 1,4-difunctionalization of 1,3-butadiene, utilizing sodium decatungstate (NaDT) as a hydrogen atom transfer (HAT) photocatalyst. The photoinduced process efficiently generates homoallylic amino acid esters with 100%… read more here.
Keywords: decatungstate anion; photoinduced decatungstate; anion catalyzed; catalyzed difunctionalization ... See more keywords
Enantioselective Ring-Opening of Cyclic Diaryliodoniums with 3-Hydroxy Benzo[d][1,2,3]triazin-4(3H)-ones: A 1,2-Difunctionalization Strategy.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c03454
Abstract: The catalytic asymmetric ring-opening of cyclic diaryliodoniums provides an efficient approach for constructing axial and point chiral molecules. However, previous methodologies have been limited to introducing only a single functional group at the ipso position… read more here.
Keywords: opening cyclic; cyclic diaryliodoniums; ring opening; triazin ones ... See more keywords
Asymmetric Intermolecular Iodinative Difunctionalization of Allylic Sulfonamides Enabled by Organosulfide Catalysis: Modular Entry to Iodinated Chiral Molecules.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c05668
Abstract: Electrophilic halogenation of alkenes is a powerful transformation offering a convenient route for the construction of valuable functionalized molecules. However, as a highly important reaction in this field, catalytic asymmetric intermolecular iodinative difunctionalization remains a… read more here.
Keywords: iodinative difunctionalization; chiral molecules; allylic sulfonamides; difunctionalization ... See more keywords
Synergism of Fe/Ti Enabled Regioselective Arene Difunctionalization.
Sign Up to like & getrecommendations! Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c13207
Abstract: Regioselective difunctionalization of arenes remains a long-standing challenge in organic chemistry. We report a novel and general Fe/Ti synergistic methodology for regioselective synthesis of various polysubstituted arenes through either E/E' or Nu/E ortho difunctionalizations of… read more here.
Keywords: difunctionalization; chemistry; synergism enabled; regioselective arene ... See more keywords
Catalytic Enantioselective Aminative Difunctionalization of Alkenes.
Sign Up to like & getrecommendations! Published in 2024 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.4c00307
Abstract: Enantioselective difunctionalization of alkenes offers a straightforward means for the rapid construction of enantioenriched complex molecules. Despite the tremendous efforts devoted to this field, enantioselective aminative difunctionalization remains a challenge, particularly through an electrophilic addition… read more here.
Keywords: aminative difunctionalization; catalytic enantioselective; difunctionalization alkenes; difunctionalization ... See more keywords
Copper-catalyzed methylative difunctionalization of alkenes
Sign Up to like & getrecommendations! Published in 2018 at "Nature Communications"
DOI: 10.1038/s41467-018-06246-6
Abstract: Trifluoromethylative difunctionalization and hydrofunctionalization of unactivated alkenes have been developed into powerful synthetic methodologies. On the other hand, methylative difunctionalization of olefins remains an unexplored research field. We report in this paper the Cu-catalyzed alkoxy… read more here.
Keywords: azido methylation; difunctionalization; methylative difunctionalization; copper catalyzed ... See more keywords