Nickel-Catalyzed Chemo- and Regioselective Arylcyanation of β,γ-Unsaturated Amides.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01360
Abstract: A nickel-catalyzed intermolecular arylcyanation of 8-aminoquinolinyl β,γ-unsaturated amides is reported. The three-component reaction directly afforded diverse β-cyano γ-aryl amides with exclusive chemo- and regioselectivity. The synthetic practicality of this approach is further demonstrated through multigram… read more here.
Keywords: catalyzed chemo; nickel catalyzed; regioselective arylcyanation; unsaturated amides ... See more keywords
Palladium-Catalyzed Regio- and Stereoselective Hydroaminocarbonylation of Unsymmetrical Internal Alkynes toward α,β-Unsaturated Amides.
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DOI: 10.1021/acs.orglett.2c01693
Abstract: α,β-Unsaturated amides play a vital role in natural products, pharmaceuticals, organic synthesis, and functional materials. Herein, we disclosed a regio- and stereoselective hydroaminocarbonylation of unsymmetrical internal alkynes via palladium catalysis to synthesize α,β-unsaturated amides. This… read more here.
Keywords: internal alkynes; hydroaminocarbonylation unsymmetrical; unsymmetrical internal; regio stereoselective ... See more keywords
Iron-Catalyzed Sulfonylthiocyanation of α,β-Unsaturated Amides/Esters via the Insertion of Sulfur Dioxide.
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DOI: 10.1021/acs.orglett.2c02954
Abstract: An iron-catalyzed four-component sulfonylthiocyanation between α,β-unsaturated amides/esters, TMSNCS, aryldiazonium tetrafluoroborates, and sulfur dioxide (from SOgen) is demonstrated. This protocol is characterized by mild reaction conditions, good functional group compatibility, broad substrate scope, and good to… read more here.
Keywords: sulfonylthiocyanation unsaturated; sulfur dioxide; iron catalyzed; unsaturated amides ... See more keywords
Iridium-Catalyzed Aerobic α,β-Dehydrogenation of γ,δ-Unsaturated Amides and Acids: Activation of Both α- and β-C-H bonds through an Allyl-Iridium Intermediate.
Sign Up to like & getrecommendations! Published in 2018 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b11351
Abstract: Direct aerobic α,β-dehydrogenation of γ,δ-unsaturated amides and acids using a simple iridium/copper relay catalysis system is described. We developed a new strategy that overcomes the challenging issue associated with the low α-acidity of amides and… read more here.
Keywords: amides acids; unsaturated amides; iridium; dehydrogenation unsaturated ... See more keywords
Cu/Pd cooperatively catalyzed tandem intramolecular anti-Markovnikov hydroarylation of unsaturated amides: facile construction of 3,4-dihydroquinolinones via borylation/intramolecular C(sp3)-C(sp2) cross coupling.
Sign Up to like & getrecommendations! Published in 2017 at "Chemical communications"
DOI: 10.1039/c7cc07180a
Abstract: An anti-Markovnikov hydroarylation of unsaturated amides via a Cu/Pd synergistically catalyzed cascade borylation/intramolecular sp2-sp3 cross-coupling has been disclosed. 3,4-Dihydroquinolinones, one type of important scaffold prevailing in pharmaceuticals and biologically active compounds, could be readily accessible… read more here.
Keywords: anti markovnikov; hydroarylation unsaturated; unsaturated amides; markovnikov hydroarylation ... See more keywords
Introduction of a 7-aza-6-MeO-indoline auxiliary in Lewis-acid/photoredox cooperative catalysis: highly enantioselective aminomethylation of α,β-unsaturated amides†
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DOI: 10.1039/d0sc01890b
Abstract: An efficient cooperative chiral Lewis acid/photoredox catalytic system for engaging highly reactive radicals in highly enantioselective conjugate addition to α,β-unsaturated carbonyls is highly desirable. Direct photoexcitation of unbound substrates typically induces undesired background pathways for… read more here.
Keywords: acid photoredox; lewis acid; unsaturated amides; meo indoline ... See more keywords
Study of the Cross-Metathesis Reaction of α-Hydroxy β,γ-Unsaturated Amides towards a Rapid and Flexible Total Synthesis of Symbioramide and its Isomer
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DOI: 10.1055/s-0036-1588579
Abstract: The reactivity of novel α-hydroxy β,γ-unsaturated amides in cross-metathesis reactions was extensively studied and used to perform a short total synthesis of symbioramide and its isomer from l -serine methyl ester. read more here.
Keywords: symbioramide isomer; unsaturated amides; hydroxy unsaturated; total synthesis ... See more keywords
Synthesis of 3,3-Dialkylated Oxindoles by Oxidative Radical 1,2-Alkylarylation of α,β-Unsaturated Amides
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DOI: 10.1055/s-0036-1588754
Abstract: 3,3-Dialkylated oxindoles (1,3-dihydro-2 H -indol-2-ones), particularly those containing C3 quaternary stereogenic centers, occupy an important place in organic synthesis and drug discovery. The radical 1,2-alkylarylation of activated olefins with alkyl radicals has emerged as the… read more here.
Keywords: radical alkylarylation; unsaturated amides; dialkylated oxindoles; synthesis ... See more keywords