scholarly journals Recent advances and prospects in the Zn-catalysed Mannich reaction

RSC Advances ◽  
2021 ◽  
Vol 11 (16) ◽  
pp. 9098-9111
Author(s):  
Salahudeen Shamna ◽  
C. M. A. Afsina ◽  
Rose Mary Philip ◽  
Gopinathan Anilkumar
Keyword(s):  
Carbonyl Compound ◽  
Secondary Amine ◽  
Mannich Reaction ◽  
Mannich Base ◽  
Mannich Reactions ◽  
Recent Advances ◽  
Primary Secondary Amine

Amino alkylation of an acidic α-proton of a carbonyl by formaldehyde and a primary/secondary amine or ammonia, affording a β-amino-carbonyl compound also known as a Mannich base is a valuable reaction. We focus on recent advances in Zn catalysed Mannich reactions.

Diastereoselectivity in a cyclic secondary amine catalyzed asymmetric Mannich reaction: a model rationalization from DFT studies

2018 ◽  
Vol 5 (14) ◽  
pp. 2148-2157 ◽  
Author(s):  
Siwei Shu ◽  
Zhao Liu ◽  
Yukui Li ◽  
Zhuofeng Ke ◽  
Yan Liu
Keyword(s):  
Secondary Amine ◽  
Mannich Reaction ◽  
Dft Studies ◽  
Detailed Structure ◽  
Mannich Reactions

DFT studies revealed the detailed structure stereoselectivity relationship for cyclic secondary amine catalyzed asymmetric Mannich reactions.

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

Recent advances in the intramolecular Mannich reaction in natural products total synthesis

2018 ◽  
Vol 5 (6) ◽  
pp. 1049-1066 ◽  
Author(s):  
Yingbo Shi ◽  
Qiaoling Wang ◽  
Shuanhu Gao
Keyword(s):  
Natural Products ◽  
Total Synthesis ◽  
Mannich Reaction ◽  
Recent Advances

This review focuses on selected applications of the intramolecular Mannich reaction as a key step in the total synthesis of natural products (2000–2017).

Squaramide-catalyzed asymmetric Mannich reactions between 3-fluorooxindoles and pyrazolinone ketimines

2019 ◽  
Vol 17 (30) ◽  
pp. 7182-7191 ◽  
Author(s):  
Qing-Da Zhang ◽  
Bo-Liang Zhao ◽  
Bing-Yu Li ◽  
Da-Ming Du
Keyword(s):  
Mannich Reaction ◽  
Mannich Reactions ◽  
Quaternary Stereocenters

Squaramide-catalyzed asymmetric Mannich reaction between 3-fluorooxindoles and pyrazolinone ketimines afforded fluorinated amino-pyrazolone-oxindoles with two quaternary stereocenters in good to excellent yields with excellent stereoselectivities.

Polyelectrolyte Brønsted acid catalyzed three-component Mannich reactions accelerated by emulsion

RSC Advances ◽  
2016 ◽  
Vol 6 (45) ◽  
pp. 39343-39347 ◽  
Author(s):  
Xi Chen ◽  
Huaming Sun ◽  
Yanlong Luo ◽  
Yajun Jian ◽  
Ya Wu ◽  
...  
Keyword(s):  
Polyacrylic Acid ◽  
Mannich Reaction ◽  
Bronsted Acid ◽  
Brønsted Acid ◽  
Mannich Reactions ◽  
Brönsted Acid ◽  
Acid Catalyzed

An effective polyelectrolyte Brønsted acid (polyacrylic acid) catalyzed three-component Mannich reaction accelerated by emulsion has been developed.

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