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
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
Copper-catalyzed methylative difunctionalization of alkenes
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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
Dearomative 1,4-difunctionalization of naphthalenes via palladium-catalyzed tandem Heck/Suzuki coupling reaction
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DOI: 10.1038/s41467-020-18137-w
Abstract: Dearomative functionalization reactions represent an important strategy for the synthesis of valuable three-dimensional molecules from simple planar aromatics. Naphthalene is a challenging arene towards transition-metal-catalyzed dearomative difunctionalization reactions. Reported herein is an application of naphthalene… read more here.
Keywords: tandem heck; difunctionalization; dearomative difunctionalization; suzuki ... See more keywords
Radical modulated regioselective difunctionalization of vinyl enynes: tunable access to naphthalen-1(2H)-ones and allenic alcohols.
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DOI: 10.1039/d1cc06994b
Abstract: A novel and efficient radical-modulated difunctionalization of vinyl enynes has been disclosed using TEMPO as a radical regulator. Facile access to structurally diverse 3-bromo-naphthalen-1(2H)-ones and 4-bromo-allenic alcohols was realized via 1,2-addition/1,2-migration or 1,4-addition, respectively. This… read more here.
Keywords: radical modulated; difunctionalization; vinyl enynes; difunctionalization vinyl ... See more keywords
A three-component difunctionalization of N-alkenyl amides via organophotoredox radical-polar crossover.
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DOI: 10.1039/d2cc04101d
Abstract: Herein, we report a three-component organophotoredox coupling of N-alkenyl amides with α-bromocarbonyls and various nucleophiles. This transition metal-free difunctionalization protocol installs sequential C-C and C-Y (Y = S/O/N) bonds in alkenes. This reaction works with… read more here.
Keywords: amides via; difunctionalization; polar crossover; alkenyl amides ... See more keywords
RhodiumIII-catalyzed remote difunctionalization of arenes assisted by a relay directing group
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DOI: 10.1039/d2sc02205b
Abstract: Rhodium-catalyzed diverse tandem twofold C–H bond activation reactions of para-olefin-tethered arenes have been realized, with unsaturated reagents such as internal alkynes, dioxazolones, and isocyanates being the coupling partner as well as a relay directing group… read more here.
Keywords: difunctionalization; reaction; group; directing group ... See more keywords
Azodioxy compounds as precursors for C-radicals and their application in thermal styrene difunctionalization
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DOI: 10.1039/d2sc03860a
Abstract: An atom-economic thermal α,β-difunctionalization of various styrenes with readily prepared azodioxy compounds is reported. Mechanistic studies reveal that the starting azodioxy compounds can thermally be cleaved to the corresponding C-nitroso compounds, which under these thermal… read more here.
Keywords: styrene; difunctionalization; precursors radicals; azodioxy compounds ... See more keywords