How difficult are anion-molecule SNAr reactions of unactivated arenes in the gas phase, dimethyl sulfoxide, and methanol solvents?
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DOI: 10.1007/s11224-018-1172-7
Abstract: Nucleophilic substitution on the aromatic ring (SNAr) is a very important reaction for organic transformations. This kind of reaction is usually difficult to take place, requiring organometallic catalysis or activation of the ring by electron… read more here.
Keywords: snar reactions; gas phase; dimethyl sulfoxide; gas ... See more keywords
Catalytic Concerted SNAr Reactions of Fluoroarenes by an Organic Superbase
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DOI: 10.1021/jacs.4c09042
Abstract: We herein propose that the catalytic concerted SNAr reaction is a powerful method to prepare functionalized aromatic scaffolds. Classic stepwise SNAr reactions involving addition/elimination processes require the use of electron-deficient aromatic halides to stabilize Meisenheimer… read more here.
Keywords: use; organic superbase; snar reactions; concerted snar ... See more keywords
Selective Protein (Post-)modifications through Dynamic Covalent Chemistry: Self-activated SNAr Reactions.
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DOI: 10.1021/jacs.4c15421
Abstract: SNAr reactions were remarkably accelerated using a pretargeting and activating unit based on dynamic covalent chemistry (DCvC). A Cys attack at the C-F bond on the aromatic ring of salicylaldehyde derivatives was only observed upon… read more here.
Keywords: chemistry; covalent chemistry; selective protein; protein post ... See more keywords
A mechanistic continuum of nucleophilic aromatic substitution reactions with azole nucleophiles
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DOI: 10.1039/d5sc01856k
Abstract: Nucleophilic aromatic substitution (SNAr) is a broadly used method for generating structural complexity in pharmaceuticals. Although SNAr reactions were long assumed to be stepwise, recent kinetic isotope effect (KIE) studies have shown that many SNAr… read more here.
Keywords: nucleophilic aromatic; azole nucleophiles; snar reactions; continuum ... See more keywords
SnAr Reactions of 2,4-Diazidopyrido[3,2-d]pyrimidine and Azide-Tetrazole Equilibrium Studies of the Obtained 5-Substituted Tetrazolo[1,5-a]pyrido[2,3-e]pyrimidines
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DOI: 10.3390/molecules27227675
Abstract: A straightforward method for the synthesis of 5-substituted tetrazolo[1,5-a]pyrido[2,3-e]pyrimidines from 2,4-diazidopyrido[3,2-d]pyrimidine in SnAr reactions with N-, O-, and S- nucleophiles has been developed. The various N- and S-substituted products were obtained with yields from 47%… read more here.
Keywords: diazidopyrido pyrimidine; substituted tetrazolo; tetrazolo pyrido; pyrido pyrimidines ... See more keywords