Synthesis of dithienoquinazolines from pyrimidines via intramolecular nucleophilic aromatic substitution of hydrogen
Sign Up to like & getrecommendations! Published in 2017 at "Chemistry of Heterocyclic Compounds"
DOI: 10.1007/s10593-017-2188-4
Abstract: The possibility of intramolecular nucleophilic aromatic substitution of hydrogen in the series of 5-[2-(het)aryl-1-benzothiophen-3-yl]-pyrimidines was explored. A convenient method for the synthesis of [1]benzothieno-[3,2-f]thieno[2,3-h]quinazoline and [1]benzothieno-[3,2-f]thieno[3,2-h]quinazoline based on the developed SNH protocol was proposed. The… read more here.
Keywords: nucleophilic aromatic; aromatic substitution; intramolecular nucleophilic; substitution hydrogen ... See more keywords
Diimidazo[4,5-b:4′,5′-e]pyridine: synthesis and nucleophilic aromatic substitution reaction
Sign Up to like & getrecommendations! Published in 2019 at "Mendeleev Communications"
DOI: 10.1016/j.mencom.2019.03.022
Abstract: 1,7-Dihydrodiimidazo[4,5-b:4′,5′-e]pyridine obtained by reductive heterocyclization was N-arylated with 4-fluoronitrobenzene to form two regioisomers in 7 : 3 ratio. This N-arylation is considered as a model reaction for the polymer synthesis. read more here.
Keywords: nucleophilic aromatic; diimidazo pyridine; synthesis; synthesis nucleophilic ... See more keywords
A Green Nucleophilic Aromatic Substitution Reaction
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DOI: 10.1021/acs.jchemed.0c00181
Abstract: This paper revisits the tie-dyeing process through a bioinspired and safer alternative to nucleophilic aromatic substitution (SNAr) reactions for an introductory organic chemistry laboratory. The s... read more here.
Keywords: substitution reaction; nucleophilic aromatic; chemistry; aromatic substitution ... See more keywords
Experimental Determination of Activation Energy of Nucleophilic Aromatic Substitution on Porphyrins
Sign Up to like & getrecommendations! Published in 2018 at "Journal of Chemical Education"
DOI: 10.1021/acs.jchemed.6b00940
Abstract: A physical organic chemistry experiment is described for second-year college students. Students performed nucleophilic aromatic substitution (NAS) reactions on 5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrin (TPPF20) using three different nucleophiles. Substitution occurs preferentially at the 4-position (para) because it is… read more here.
Keywords: activation energy; nucleophilic aromatic; chemistry; aromatic substitution ... See more keywords
Transition-Metal-Free Homopolymerization of Pyrrolo[2,3-d:5,4-d']bisthiazoles via Nucleophilic Aromatic Substitution.
Sign Up to like & getrecommendations! Published in 2021 at "ACS applied materials & interfaces"
DOI: 10.1021/acsami.1c10858
Abstract: Novel methods to synthesize electron-deficient π-conjugated polymers utilizing transition-metal-free coupling reactions for the use of nonfunctionalized monomers are attractive due to their improved atom economy and environmental prospective. Herein we describe the use of iPrMgCl·LiCl… read more here.
Keywords: via nucleophilic; transition; transition metal; nucleophilic aromatic ... See more keywords
Cyanurate-Linked Covalent Organic Frameworks Enabled by Dynamic Nucleophilic Aromatic Substitution.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c00778
Abstract: We report, for the first time, highly crystalline cyanurate-linked covalent organic frameworks synthesized via dynamic nucleophilic aromatic substitution. The high crystallinity is enabled by the bond exchange reaction (self-correction) between 2,4,6-triphenoxy-1,3,5-triazine and diphenols via reversible… read more here.
Keywords: cyanurate linked; dynamic nucleophilic; organic frameworks; linked covalent ... See more keywords
Non-Stabilized Vinyl Anion Equivalents from Styrenes by N-Heterocyclic Carbene Catalysis and Its Use in Catalytic Nucleophilic Aromatic Substitution.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c02579
Abstract: A protocol for the catalytic nucleophilic activation of unactivated styrenes is reported, which enables the generation of a non-stabilized alkenyl anion equivalent as a transient intermediate. In the reaction, N-heterocyclic carbenes add across styrenes to… read more here.
Keywords: aromatic substitution; catalytic nucleophilic; non stabilized; nucleophilic aromatic ... See more keywords
Cation Radical Accelerated Nucleophilic Aromatic Substitution via Organic Photoredox Catalysis.
Sign Up to like & getrecommendations! Published in 2017 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b10076
Abstract: Nucleophilic aromatic substitution (SNAr) is a direct method for arene functionalization; however, it can be hampered by low reactivity of arene substrates and their availability. Herein we describe a cation radical-accelerated nucleophilic aromatic substitution using… read more here.
Keywords: radical accelerated; nucleophilic aromatic; accelerated nucleophilic; aromatic substitution ... See more keywords
σ-Holes promote the concertedness in nucleophilic aromatic substitution reactions of nitroarenes
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DOI: 10.1039/c9nj01493d
Abstract: Concertedness in SNAr may be modulated by the presence of a σ-hole. read more here.
Keywords: nucleophilic aromatic; promote concertedness; holes promote; aromatic substitution ... See more keywords
Nucleophilic aromatic substitution reactions under aqueous, mild conditions using polymeric additive HPMC
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DOI: 10.1039/d1gc00128k
Abstract: The use of the inexpensive, benign, and sustainable polymer, hydroxypropyl methylcellulose (HPMC), in water enables nucleophilic aromatic subsitution (SNAr) reactions between various nucleophiles and electrophiles. The mild reaction conditions facilitate a broad functional group tolerance… read more here.
Keywords: nucleophilic aromatic; mild conditions; aromatic substitution; aqueous mild ... See more keywords
Intramolecular cyclization of m-homoprenylphenols through oxidative nucleophilic aromatic substitution.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc06026d
Abstract: We developed an intramolecular cyclization of m-homoprenylphenols and related m-prenylphenols to bicyclic skeletons by hypervalent iodine reagents through an oxidative nucleophilic aromatic substitution using the prenyl group as a carbon nucleophile. The reaction was applicable… read more here.
Keywords: aromatic substitution; nucleophilic aromatic; oxidative nucleophilic; cyclization homoprenylphenols ... See more keywords