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
Acid-mediated aryl migration reaction of C-3 aryl substituted pyrrolidinoindolines
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DOI: 10.1016/j.tetlet.2016.11.069
Abstract: Abstract Aryl migration reactions of C-3 aryl substituted pyrrolidinoindoline compounds to provide highly conjugated C-2 aryl indole compounds have been discovered. The developed reactions have a wide substrate scope and proceed in high yield under… read more here.
Keywords: aryl substituted; migration reaction; acid mediated; aryl migration ... See more keywords
Difluoroalkylation/1,2-aryl migration of allylic alcohols under transition metal-free conditions
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DOI: 10.1016/j.tetlet.2021.153002
Abstract: Abstract A facile difluoroalkylation and 1,2-aryl migration reaction commencing from allylic alcohols and simple BrCF2COOEt was developed. This metal-free method offers chemists green and efficient access to important difluoro 1,5-dicarbonyl compounds in moderate to good… read more here.
Keywords: metal free; aryl migration; difluoroalkylation aryl; allylic alcohols ... 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
Reductive Opening of Oxetanes Catalyzed by Frustrated Lewis Pairs: Unexpected Aryl Migration via Neighboring Group Participation.
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DOI: 10.1021/acs.orglett.2c01088
Abstract: B(C6F5)3 was found to catalyze an unusual double reduction of oxetanes by hydrosilane with aryl migration via neighboring group participation. Control experiments suggested that the phenonium ion serves as the key intermediate. Minor modification of… read more here.
Keywords: neighboring group; migration via; group participation; opening oxetanes ... See more keywords
Substrate-Dependent Denitrogenative Rearrangements of Rhodium Azavinyl Carbenes Involving 1,2-Aryl Migration.
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DOI: 10.1021/acs.orglett.2c03538
Abstract: Herein, we disclose substrate-dependent rearrangements of 4-substituted N-sulfonyl-1,2,3-triazoles under Rh(II)-catalysis via denitrogenation. The reaction pathways included key 1,2-aryl migration via the formation of intermediatory phenonium ion, which is elusive so far with Rh-azavinyl carbenes. Intriguingly,… read more here.
Keywords: substrate dependent; denitrogenative rearrangements; azavinyl carbenes; dependent denitrogenative ... See more keywords
Oxidative Rearrangement via 1,2-Aryl Migration using Hydroxy(tosyloxy)iodobenzene in a Polar Aprotic Solvent
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DOI: 10.1055/s-0040-1708010
Abstract: A series of geminal β,β-ditosyloxy ketones were synthesized in moderate to good yields through hydroxy(tosyloxy)iodobenzene-mediated ditosyloxylation of readily accessible α,β-unsaturated ketones in a polar aprotic solvent. A mechanism has been proposed for the synthesis of… read more here.
Keywords: aprotic solvent; hydroxy tosyloxy; polar aprotic; tosyloxy iodobenzene ... See more keywords