Cascade C─H‐Alkenylation‐Intramolecular Aminative Cyclization of Benzylsulfonamides for Synthesis of Isoindoline Cores
Sign Up to like & getrecommendations! Published in 2025 at "Asian Journal of Organic Chemistry"
DOI: 10.1002/ajoc.202500379
Abstract: Several isoindoline‐core‐bearing compounds are pharmaceutically relevant due to their activity against a myriad of diseases. Traditionally, the isoindoline core is synthesized from benzylamines by two‐step synthesis involving ortho‐C─H alkenylation followed by acid‐ or metal‐catalyzed cyclization.… read more here.
Keywords: synthesis isoindoline; alkenylation; aminative cyclization; cyclization ... See more keywords
Selective Conversion of Furoic Acid Derivatives to Multi‐Substituted Furanacrylate by a Ruthenium Catalyst
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DOI: 10.1002/cctc.201901365
Abstract: Furanacrylate derivatives, as a class of multi‐substituted furan compounds, have been widely used in drug synthesis, organic functional materials, novel polymer monomers, etc. In this paper, direct alkenylation and decarboxylation‐alkenylation of furoic acid derivatives to… read more here.
Keywords: alkenylation; furoic acid; multi substituted; acid derivatives ... See more keywords
Palladium/Carboxylic Acid‐catalyzed Alkenylation of Furfural and its Derivatives Using Alkynes
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DOI: 10.1002/cctc.202001685
Abstract: Furfural and its derivatives underwent alkenylation with alkynes via α‐C−H activation in the presence of a palladium/carboxylic acid catalyst to give the corresponding single and double alkenylated products. The reactive aldehyde group remained intact during… read more here.
Keywords: carboxylic acid; acid catalyzed; furfural derivatives; palladium carboxylic ... See more keywords
Palladium‐Catalyzed C−H Alkenylation of α‐Aryl Alkyl Nitriles
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DOI: 10.1002/cctc.202301730
Abstract: A direct α‐alkenylation of nitrile compounds was realized with a palladium complex. This method exhibited excellent tolerance toward a variety of α‐aryl alkyl nitriles and vinyl bromides, leading to the formation of a series of… read more here.
Keywords: aryl alkyl; alkenylation; alkyl nitriles; palladium catalyzed ... See more keywords
Rhodium‐Catalyzed Oxidative Alkenylation of Naphthalene: Factors That Influence Reaction at the β‐ versus α‐Position
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DOI: 10.1002/cctc.202500150
Abstract: The catalyst precursor [(η2‐C2H4)2Rh(μ‐OAc)]2 and in situ oxidant Cu(OPiv)2 (OPiv = t‐BuCOO–) convert naphthalene and olefins (i.e., ethylene and propylene) to alkenylnaphthalenes. Under all reaction conditions tested, the functionalization is selective for the β‐position of… read more here.
Keywords: reaction; alkenylation; rhodium catalyzed; position ... See more keywords
Advances in Rhodium-Catalyzed Oxidative Arene Alkenylation.
Sign Up to like & getrecommendations! Published in 2020 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.0c00036
Abstract: ConspectusAlkyl and alkenyl arenes are of substantial value in both large-scale and fine chemical processes. Billions of pounds of alkyl and alkenyl arenes are produced annually. Historically, the dominant method for synthesis of alkyl arenes… read more here.
Keywords: metal; alkenyl arenes; alkenylation; arene alkenylation ... See more keywords
A Change in C–H Activation Mechanism: Experimental and Computational Investigations of Rh-Catalyzed Disubstituted Benzene Functionalization
Sign Up to like & getrecommendations! Published in 2025 at "Organometallics"
DOI: 10.1021/acs.organomet.5c00379
Abstract: We report the ethenylation of 1,3- and 1,2-disubstituted benzenes using [(η2-C2H4)2Rh(μ-OAc)]2 as a catalyst precursor and Cu(OPiv)2 as the oxidant. The regioselectivity of alkenylation for 1,3-disubstituted benzenes produces 3,5-disubstituted styrene products, while the alkenylation of… read more here.
Keywords: alkenylation; activation mechanism; change activation; disubstituted benzenes ... See more keywords
Rhodium-Catalyzed Highly Enantio- and Diastereoselective Alkenylation of β,γ-Unsaturated Butenolides via Dynamic Kinetic Resolution.
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DOI: 10.1021/acs.orglett.2c03551
Abstract: A rhodium-catalyzed highly enantio- and diastereoselective alkenylation of β,γ-unsaturated butenolides is reported. The use of a chiral diene ligand, (S,S)-Ph-bod, enables the facile synthesis of chiral butyrolactones in high yields with extremely high enantioselectivities (>99%… read more here.
Keywords: alkenylation; enantio diastereoselective; rhodium catalyzed; unsaturated butenolides ... See more keywords
Ru(II)-Catalyzed C-H Alkenylation of Benzimidates with Unactivated Olefins: A Route to ortho-Alkenylated Benzonitriles.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.2c04036
Abstract: A Ru(II)-catalyzed C-H alkenylation of benzimidates with unactivated alkenes providing ortho-alkenylated benzonitriles in good to excellent yields in a highly regio- and stereoselective manner is described. In the reaction, an imidate group converted into a… read more here.
Keywords: alkenylation benzimidates; alkenylation; catalyzed alkenylation; reaction ... See more keywords
Palladium(II)-Catalyzed Site-Selective C(sp3)-H Alkenylation of Oligopeptides.
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DOI: 10.1021/acs.orglett.4c03365
Abstract: An innovative palladium-catalyzed alkenylation of peptides and vinyl iodides has been developed. This method does not require the introduction of a directing group and uses carboxylic acid groups as endogenous directing groups. It is noteworthy… read more here.
Keywords: alkenylation; selective sp3; palladium catalyzed; site selective ... See more keywords
Photocatalytic Denitrative Alkenylation of Nitroalkanes.
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DOI: 10.1021/acs.orglett.4c03526
Abstract: Reductive radical generation has become a cornerstone of modern photoredox chemistry. However, the synthesis of functionalized radical precursors remains a tedious multistep process. In this study, we focus on the potential of the nitro group… read more here.
Keywords: alkenylation; chemistry; denitrative alkenylation; photocatalytic denitrative ... See more keywords