Nucleophilic substitution reaction of keto-allylic systems with a heterocyclic ring in γ-position

1984 ◽  
Vol 49 (8) ◽  
pp. 1764-1773 ◽  
Author(s):  
Vladimír Žvak ◽  
Jaroslav Kováč ◽  
Miloslava Dandárová ◽  
Tibor Gracza ◽  
Miroslav Kríž
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reaction ◽  
Heterocyclic Ring ◽  
Nucleophilic Substitution Reaction ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions

Keto allylic systems with a heterocyclic ring in γ-position were prepared; these undergo nucleophilic substitution reactions with amines, where a replacement of bromine at the bromomethyl group takes place in contrast to benzene analogues, where the nucleophilic attacks the γ-carbon of the keto-allylic system.

scholarly journals Direct synthesis of covalent triazine-based frameworks (CTFs) through aromatic nucleophilic substitution reactions

RSC Advances ◽  
2019 ◽  
Vol 9 (31) ◽  
pp. 18008-18012 ◽  
Author(s):  
Tao Chen ◽  
Wen-Qian Li ◽  
Wei-Bo Hu ◽  
Wen-Jing Hu ◽  
Yahu A. Liu ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reaction ◽  
Direct Synthesis ◽  
Nucleophilic Substitution Reaction ◽  
Substitution Reactions ◽  
Aromatic Nucleophilic Substitution ◽  
Nucleophilic Substitution Reactions ◽  
Synthetic Strategy ◽  
Aromatic Nucleophilic Substitution Reaction

Triazine-based frameworks (CTFs) were synthesized through a new synthetic strategy in which C–C bonds were formed through aromatic nucleophilic substitution reaction.

scholarly journals NUCLEOPHILIC SUBSTITUTION REACTION OF CYANIDE AND METHOXYDE IONS TO QUATERNARY MANNICH BASE FROM VANILLIN

2010 ◽  
Vol 5 (3) ◽  
pp. 203-206
Author(s):  
Bambang Purwono ◽  
Estiana R. P. Daruningsih
Keyword(s):  
Nucleophilic Substitution ◽  
Mannich Reaction ◽  
Substitution Reaction ◽  
Mannich Base ◽  
Nucleophilic Substitution Reaction ◽  
Substitution Reactions ◽  
Halide Salt ◽  
Leaving Group ◽  
Dimethyl Amine ◽  
Halide Salts

The nucleophilic substitution reaction to quaternary Mannich base from vanillin has been investigated. Mannich reaction to vanillin was carried out by refluxing mixture of vanillin, formaldehyde and dimethyl amine. Quaternary ammonium halide salt was obtained from reaction of Mannich vanillin base with methyl iodide in THF solvents and yielded 93.28 %. Nucleophilic substituion to the halide salts with cyanide nucleophile produced 4-hidroxy-3-methoxy-5-(cyano)methylbenzaldehyde in 54.39% yield. Reaction with methoxyde ion yielded 4-hydroxy- 3-methoxy-5-(methoxy) -methylbenzaldehyde in 67.80% yield. The nucleophilic substitution reaction showed that trimethylamino substituent of quaternary Mannich base can act as a good leaving group on nucleophilic substitution reactions. Keywords: Mannich reaction, vanillin, nucleophilic substitution

Nucleophilic substitution reaction for rational post-functionalization of polyoxometalates

2016 ◽  
Vol 40 (2) ◽  
pp. 906-909 ◽  
Author(s):  
Qiang Li ◽  
Jin Zhang ◽  
Longsheng Wang ◽  
Jian Hao ◽  
Panchao Yin ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Functional Groups ◽  
Hybrid Materials ◽  
Substitution Reaction ◽  
Nucleophilic Substitution Reaction ◽  
Substitution Reactions ◽  
Organic Hybrid ◽  
Post Functionalization

Substitution reactions of polyoxometalate–organic hybrid materials provide a post-functionalization protocol to bring in various additional functional groups.

The unexpected reactivity of 9-iodo-nido-carborane: from nucleophilic substitution reactions to the synthesis of tricobalt tris(dicarbollide) Na[4,4′,4′′-(MeOCH2CH2O)3-3,3′,3′′-Co3(μ3-O)(μ3-S)(1,2-C2B9H10)3]

2021 ◽  
Vol 50 (7) ◽  
pp. 2671-2688
Author(s):  
Marina Yu. Stogniy ◽  
Sergey A. Anufriev ◽  
Akim V. Shmal'ko ◽  
Sergey M. Antropov ◽  
Aleksei A. Anisimov ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reactions ◽  
Nucleophilic Substitution Reactions

An unusual reactivity of 9-iodo-nido-carborane [9-I-7,8-C2B9H11]− towards nucleophiles under strong basic conditions was revealed.

scholarly journals Synthesis of Carbohydrate Based Macrolactones and Their Applications as Receptors for Ion Recognition and Catalysis

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3394
Author(s):  
Surya B. Adhikari ◽  
Anji Chen ◽  
Guijun Wang
Keyword(s):  
Nucleophilic Substitution ◽  
Supramolecular Chemistry ◽  
Copper Sulfate ◽  
Substitution Reaction ◽  
Biological Properties ◽  
Anion Binding ◽  
Nucleophilic Substitution Reaction ◽  
Binding Properties ◽  
Intramolecular Nucleophilic Substitution ◽  
Leaving Groups

Glycomacrolactones exhibit many interesting biological properties, and they are also important in molecular recognitions and for supramolecular chemistry. Therefore, it is important to be able to access glycomacrocycles with different sizes and functionality. A new series of carbohydrate-based macrocycles containing triazole and lactone moieties have been designed and synthesized. The synthesis features an intramolecular nucleophilic substitution reaction for the macrocyclization step. In this article, the effect of some common sulfonate leaving groups is evaluated for macrolactonization. Using tosylate gave good selectivity for monolactonization products with good yields. Fourteen different macrocycles have been synthesized and characterized, of which eleven macrocycles are from cyclization of the C1 to C6 positions of N-acetyl D-glucosamine derivatives and three others from C2 to C6 cyclization of functionalized D-glucosamine derivatives. These novel macrolactones have unique structures and demonstrate interesting anion binding properties, especially for chloride. The macrocycles containing two triazoles form complexes with copper sulfate, and they are effective ligands for copper sulfate mediated azide-alkyne cycloaddition reactions (CuAAC). In addition, several macrocycles show some selectivity for different alkynes.

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