An environmentally benign multi-component reaction: regioselective synthesis of fluorinated 2-aminopyridines using diverse properties of the nitro group

2019 ◽  
Vol 21 (6) ◽  
pp. 1505-1516 ◽  
Author(s):  
Xuan-Xuan Du ◽  
Quan-Xing Zi ◽  
Yu-Meng Wu ◽  
Yi Jin ◽  
Jun Lin ◽  
...  
Keyword(s):  
Nitro Group ◽  
Regioselective Synthesis ◽  
Environmentally Benign ◽  
Dicarbonyl Compounds

A procedure was developed for the synthesis of fluorinated 2-aminopyridines based on the reactions of 1,1-enediamines, benzaldehydes and 1,3-dicarbonyl compounds.

scholarly journals A Simple and Efficient Synthesis of Highly Substituted Indeno[1,2-b]pyrrole and Acenaphtho[1,2-b]pyrrole Derivatives by Tandem Three-Component Reactions

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3031 ◽  
Author(s):  
Xiaodong Tang ◽  
Songlei Zhu ◽  
Ying Ma ◽  
Ren Wen ◽  
Lanqi Cen ◽  
...  
Keyword(s):  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Dicarbonyl Compounds ◽  
Pyrrole Derivatives ◽  
Three Component Reaction ◽  
High Yields ◽  
Operational Simplicity

A green, convenient and tandem procedure for the efficient synthesis of highly substituted indeno[1,2-b]pyrrole and acenaphtho[1,2-b]pyrrole derivatives by domino three-component reaction of tryptamine/benzylamine, 1,3-dicarbonyl compounds and ninhydrin/ acenaphthenequinone is described. The significant features of this procedure were characterized by mild reaction conditions, high yields, operational simplicity and it being environmentally benign.

Environmentally benign nucleophilic substitution reaction of arylalkyl halides in water using CTAB as the inverse phase transfer catalyst

2019 ◽  
Vol 43 (40) ◽  
pp. 16041-16045 ◽  
Author(s):  
Atul K. Godha ◽  
Jayaraman Thiruvengadam ◽  
Viswanadhan Abhilash ◽  
Prajwal Balgi ◽  
A. V. Narayanareddy ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Substitution Reaction ◽  
Phase Transfer ◽  
Phase Transfer Catalyst ◽  
Regioselective Synthesis ◽  
Environmentally Benign ◽  
Nucleophilic Substitution Reaction ◽  
Active Methylene Compounds ◽  
Active Methylene ◽  
Inverse Phase Transfer Catalyst

An environmentally benign, scalable and highly selective C-arylalkylation of active methylene compounds is developed using CTAB as the inverse phase transfer catalyst. The methodology is also applicable to the regioselective synthesis of N-aralkyl/alkyl 2-pyridones.

ChemInform Abstract: Regioselective Synthesis of 5-Trifluoromethyl-1,2,3-triazoles via CF3-Directed Cyclization of 1-Trifluoromethyl-1,3-dicarbonyl Compounds with Azides.

ChemInform ◽  
2012 ◽  
Vol 43 (26) ◽  
pp. no-no
Author(s):  
Yury A. Rozin ◽  
Johann Leban ◽  
Wim Dehaen ◽  
Valentine G. Nenajdenko ◽  
Vasiliy M. Muzalevskiy ◽  
...  
Keyword(s):  
Regioselective Synthesis ◽  
Dicarbonyl Compounds

scholarly journals Comparison of Substituting Ability of Nitronate versus Enolate for Direct Substitution of a Nitro Group

Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2048 ◽  
Author(s):  
Yusuke Mukaijo ◽  
Soichi Yokoyama ◽  
Nagatoshi Nishiwaki
Keyword(s):  
Nucleophilic Substitution ◽  
Nitro Group ◽  
Conjugate Addition ◽  
Ring Closure ◽  
Dicarbonyl Compounds ◽  
Dicarbonyl Compound ◽  
Direct Substitution ◽  
Electron Withdrawing Group ◽  
Active Methylene

α-Nitrocinnamate underwent the conjugate addition of an active methylene compound such as nitroacetate, 1,3-dicarbonyl compound, or α-nitroketone, and the following ring closure afforded functionalized heterocyclic frameworks. The reaction of cinnamate with nitroacetate occurs via nucleophilic substitution of a nitro group by the O-attack of the nitronate, which results in isoxazoline N-oxide. This protocol was applicable to 1,3-dicarbonyl compounds to afford dihydrofuran derivatives, including those derived from direct substitution of a nitro group caused by O-attack of enolate. It was found the reactivity was lowered by an electron-withdrawing group on the carbonyl moiety. When α-nitroketone was employed as a substrate, three kinds of products were possibly formed; of these, only isoxazoline N-oxide was identified. This result indicates that the substituting ability of nitronate is higher than that of enolate for the direct SN2 substitution of a nitro group.

Regioselective synthesis of substituted thiazoles via cascade reactions from 3-chlorochromones and thioamides

2020 ◽  
Vol 18 (31) ◽  
pp. 6162-6170
Author(s):  
Tianzi Dai ◽  
Chen Cui ◽  
Xueyu Qi ◽  
Yanshu Cheng ◽  
Qian He ◽  
...  
Keyword(s):  
Cascade Reactions ◽  
Cascade Reaction ◽  
Regioselective Synthesis ◽  
Environmentally Benign

An efficient and regioselective strategy to synthesize substituted thiazoles via a cascade reaction in an environmentally benign medium was developed.

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