Rhodium(III)-catalyzed chelation-assisted ortho-selective carbon−hydrogen alkylation of phenols with diazocarbonyl compounds involving a carbene migratory insertion process
نویسندگان
چکیده
منابع مشابه
Pd-catalyzed coupling of β-hydroxy α-diazocarbonyl compounds with aryl iodides: a migratory insertion/β-hydroxy elimination sequence.
The coupling of β-hydroxy α-diazocarbonyl compounds with aryl halides is described, which proceeds through a Pd-catalyzed migratory insertion/β-OH elimination sequence. This reaction provides a new route to the synthesis of tetrasubstituted olefins.
متن کاملPalladium-catalyzed insertion of α-diazocarbonyl compounds for the synthesis of cyclic amino esters.
Two different cyclic amino esters are synthesized by palladium-catalyzed cross-coupling reaction of diazoesters with N-substituted-2-iodoanilines. Aryldiazoacetates lead to cyclic α-amino esters with an α-quaternary carbon centre in the presence of CO. Additionally, arylvinyldiazoacetates afford cyclic α,β-unsaturated γ-amino esters.
متن کاملRhodium(III)-catalyzed azacycle-directed intermolecular insertion of arene C-H bonds into α-diazocarbonyl compounds.
Cp*Rh(III)-catalyzed intermolecular C-C couplings between activated α-diazocarbonyl compounds and arenes bearing a range of azacyclic directing groups have been achieved. This catalytic alkylation reaction operates under mild conditions with good functional group tolerance.
متن کاملBranch-Selective Alkene Hydroarylation by Cooperative Destabilization: Iridium-Catalyzed ortho-Alkylation of Acetanilides
An iridium(I) catalyst system, modified with the wide-bite-angle and electron-deficient bisphosphine d(F) ppb (1,4-bis(di(pentafluorophenyl)phosphino)butane) promotes highly branch-selective hydroarylation reactions between diverse acetanilides and aryl- or alkyl-substituted alkenes. This provides direct and ortho-selective access to synthetically challenging anilines, and addresses long-standi...
متن کاملPalladium-Catalyzed Heteroarylation and Concomitant ortho-Alkylation of Aryl Iodides.
Three-component couplings were achieved from common aryl halides, alkyl halides, and heteroarenes under palladium and norbornene co-catalysis. The reaction forges hindered aryl-heteroaryl bonds and introduces ortho-alkyl groups to aryl rings. Various heterocycles such as oxazoles, thiazoles and thiophenes underwent efficient coupling. The heteroarenes were deprotonated in situ by bases without ...
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ژورنال
عنوان ژورنال: Catalysis Communications
سال: 2021
ISSN: 1566-7367
DOI: 10.1016/j.catcom.2021.106278