Diaryliodonium Salts Enabled Arylation, Arylocyclization, and Aryl-Migration.
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DOI: 10.1002/tcr.202300138
Abstract: Our research interest focusing on synthetic methodology with diaryliodonium salts, is summarized in this account. Besides employing a dual activation strategy of C-I and ortho C-H bonds, we have introduced vicinal functional groups at ortho-positions… read more here.
Keywords: diaryliodonium salts; arylation; arylocyclization; diaryliodonium ... See more keywords
Deacetylative Aryl Migration of Diaryliodonium Salts with C(sp2)-N Bond Formation toward ortho-Iodo N-Aryl Sulfonamides.
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DOI: 10.1021/acs.orglett.0c01024
Abstract: An unprecedented approach of metal-free C(sp2)-N bond formation via deacetylation/intramolecular aryl migration is demonstrated with novel N-sulfonamide substituted diaryliodonium salts. The reaction provides a variety of ortho-iodo N-aryl sulfonamides. The products were employed in several… read more here.
Keywords: ortho iodo; diaryliodonium salts; bond formation; aryl migration ... See more keywords
Cu(I)-Catalyzed Asymmetric Arylation of Pyrroles with Diaryliodonium Salts toward the Synthesis of N-N Atropisomers.
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DOI: 10.1021/acs.orglett.2c00812
Abstract: We report herein that copper(I) catalysis using a bis(phosphine) dioxide ligand can catalyze the desymmetric C-H arylation of prochiral bipyrroles. More than 50 nitrogen-nitrogen atropisomers were achieved in good to excellent yields with excellent enantioselectivities… read more here.
Keywords: arylation; asymmetric arylation; pyrroles diaryliodonium; catalyzed asymmetric ... See more keywords
Reaction of Diaryliodonium Salts with Potassium Alkyl Xanthates as an Entry Point to Accessing Organosulfur Compounds.
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DOI: 10.1021/acs.orglett.2c04143
Abstract: Preparation of S-aryl xanthates via transition-metal-catalyzed or SNAr reactions is complicated by their further transformations under the utilized conditions. In contrast, S-arylation of potassium O-alkyl xanthates with diaryliodonium salts proceeds under mild conditions, enabling access… read more here.
Keywords: potassium alkyl; organosulfur compounds; aryl xanthates; diaryliodonium salts ... See more keywords
Metal-Free S-Arylation of Phosphorothioate Diesters and Related Compounds with Diaryliodonium Salts
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DOI: 10.1021/acs.orglett.2c04310
Abstract: We developed a direct metal-free S-arylation of phosphorothioate diesters using diaryliodonium salts. The method allows for the preparation under simple conditions of a broad range of S-aryl phosphorothioates, including complex molecules (e.g., dinucleotide or TADDOL… read more here.
Keywords: metal free; free arylation; phosphorothioate diesters; diaryliodonium salts ... See more keywords
Wet carbonate-promoted radical arylation of vinyl pinacolboronates with diaryliodonium salts yields substituted olefins
Sign Up to like & getrecommendations! Published in 2020 at "Communications Chemistry"
DOI: 10.1038/s42004-020-00343-8
Abstract: Since the landmark work of Heck, Negishi and Suzuki on Pd-catalyzed crossing coupling reactions, innovative discovery of new reactions forming C-C bonds and constructing functional olefins via nonmetal catalysts remains an imperative area in organic… read more here.
Keywords: wet carbonate; diaryliodonium salts; chemistry; vinyl pinacolboronates ... See more keywords
Ir(III)-catalyzed quadruple C-H activation of N-arylimidazolium and diaryliodonium salts: facile access to polysubstituted imidazo[1,2-f]phenanthridiniums.
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DOI: 10.1039/d2cc01646j
Abstract: Herein, N-heterocyclic carbene-directed Ir(III)-catalyzed cascade C-H arylation/annulation of N-arylimidazolium with diaryliodonium salts has been accomplished for the first time via a quadruple C-H activation strategy to construct imidazo[1,2-f]phenanthridinium structures. This protocol overcomes the compatibility of… read more here.
Keywords: quadruple activation; imidazo phenanthridiniums; polysubstituted imidazo; diaryliodonium salts ... See more keywords
Diaryliodonium salts facilitate metal-free mechanoredox free radical polymerizations
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DOI: 10.1039/d2sc00313a
Abstract: Mechanically-induced redox processes offer a promising alternative to more conventional thermal and photochemical synthetic methods. For macromolecule synthesis, current methods utilize sensitive transition metal additives and suffer from background reactivity. Alternative methodology will offer exquisite… read more here.
Keywords: methodology; salts facilitate; metal free; facilitate metal ... See more keywords
Copper-Catalyzed Synthesis of Substituted 4-Acylpyrazole Derivatives through a Cascade Transformation from N-Propargylic Sulfonylhydrazones and Diaryliodonium Salts
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DOI: 10.1055/s-0037-1610271
Abstract: A concise strategy for the synthesis of substituted 4-acylpyrazole derivatives from N-propargylic sulfonylhydrazones and diaryliodonium salts has been developed. The pyrazole derivatives are formed through a five-step cascade sequence that includes intramolecular cyclization, hydroxylation, elimination,… read more here.
Keywords: diaryliodonium salts; synthesis substituted; sulfonylhydrazones diaryliodonium; substituted acylpyrazole ... See more keywords
Synthesis of 3-(2-oxopropyl)-2-arylisoindolinone derivatives via a three-component reaction of diaryliodonium salts with 2-formylbenzonitriles and phenylacetylenes
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DOI: 10.1177/17475198211063799
Abstract: A copper-catalyzed multicomponent cascade cyclization using readily available substrates, including 2-formylbenzonitriles, phenylacetylenes, and diaryliodonium salts, is achieved. A broad reaction scope is presented with good functional group compatibility, giving rise to a range of 3-(2-oxopropyl)-2-arylisoindolinones… read more here.
Keywords: oxopropyl arylisoindolinone; reaction; diaryliodonium salts; synthesis oxopropyl ... See more keywords
Diaryliodonium Salts: Structures and Synthesis
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DOI: 10.2174/1385272824999200507124328
Abstract: Due to similar reactivity in comparison with aromatic organometallic reagents, diaryliodonium salts are currently in broad usage as less toxic, highly efficient, stable and mild electrophilic reagents in organic synthesis. The hypervalent iodine center of… read more here.
Keywords: structures synthesis; diaryliodonium salts; chemistry; salts structures ... See more keywords