A Novel and Simple Solvent Free Method for Nucleophilic Aromatic Substitution of Inactive Aryl Halides

2004 ◽  
Vol 34 (15) ◽  
pp. 2783-2787 ◽  
Author(s):  
Mohammed M. Hashemi ◽  
Maryam Akhbari
Keyword(s):  
Solvent Free ◽  
Aryl Halides ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution

Micellar Catalysis of Organic Reactions. XXXVIII A Study of the Catalytic Effect of Micelles of 3-Hydroxymethyl-1-tetradecylpyridinium Bromide on Amide Hydrolysis and Nucleophilic Aromatic Substitution

1998 ◽  
Vol 51 (7) ◽  
pp. 541 ◽  
Author(s):  
Trevor J. Broxton
Keyword(s):  
Catalytic Effect ◽  
Micellar Catalysis ◽  
Aryl Halides ◽  
Organic Reactions ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Rate Determining Step ◽  
Amide Hydrolysis

The preparation of 3-hydroxymethyl-1-tetradecylpyridinium bromide and its use as a catalyst of nucleophilic aromatic substitution and also amide hydrolysis are reported. It was found that the hydroxydehalogenation of nitro-activated aryl halides was much faster in these micelles than in the presence of cetyl(2-hydroxyethyl)dimethylammonium bromide. It was concluded that the increased catalysis of nucleophilic aromatic substitution by this micelle was due to a faster decomposition of the aryl micellar ether which must occur before the phenolate product is released. No such difference in the two micelles was found for amide or thioamide hydrolysis since in these reactions the product amine is produced in the first step of the reaction and decomposition of the acylated micelle is not required in the rate-determining step of the reaction.

Nucleophilic aromatic substitution reactions of unactivated aryl halides with thiolate ions in hexamethylphosphoramide

1979 ◽  
Vol 44 (15) ◽  
pp. 2642-2646 ◽  
Author(s):  
Pietro Cogolli ◽  
Filippo Maiolo ◽  
Lorenzo Testaferri ◽  
Marco Tingoli ◽  
Marcello Tiecco
Keyword(s):  
Aryl Halides ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Substitution Reactions

One-pot Microwave-assisted Tandem Deprotection of Arylmethanesulfonates / SNAr Reaction for K2CO3-mediated C(Aryl)–O Bond Formation

2007 ◽  
Vol 62 (9) ◽  
pp. 1183-1186 ◽  
Author(s):  
Hui Xu ◽  
Hong-Feng Li
Keyword(s):  
Substitution Reaction ◽  
Bond Formation ◽  
Aryl Halides ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
One Pot ◽  
Diaryl Ethers ◽  
Microwave Assisted ◽  
Snar Reaction

One-pot microwave-assisted tandem deprotection of arylmethanesulfonates / nucleophilic aromatic substitution reaction (SNAr) with activated aryl halides to synthesize asymmetrical diaryl ethers is described.

Microwave-assisted N-Arylation of Indoles via C(sp2)–N(sp2) Bond Formation by Aromatic Nucleophilic Substitution Reactions

2008 ◽  
Vol 63 (3) ◽  
pp. 298-302 ◽  
Author(s):  
Hui Xu ◽  
Ling-Ling Fan
Keyword(s):  
Reaction Time ◽  
Nucleophilic Substitution ◽  
Bond Formation ◽  
Aryl Halides ◽  
Nucleophilic Aromatic Substitution ◽  
Aromatic Substitution ◽  
Substitution Reactions ◽  
Aromatic Nucleophilic Substitution ◽  
Short Reaction Time ◽  
Microwave Assisted

Microwave-assisted nucleophilic aromatic substitution on aryl halides with different indoles is described. Moderate to good yields are obtained in short reaction time (25 - 40 min) when coupling indoles with fluoro- and chloro-substituted aryl halides under catalyst-free conditions.

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