An Overview of the One-pot Synthesis of Imidazolines

2020 ◽  
Vol 24 (20) ◽  
pp. 2341-2355
Author(s):  
Thaipparambil Aneeja ◽  
Sankaran Radhika ◽  
Mohan Neetha ◽  
Gopinathan Anilkumar
Keyword(s):  
Asymmetric Catalysis ◽  
Organic Compounds ◽  
Ring Opening ◽  
Ecological Impact ◽  
Chiral Auxiliary ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One ◽  
Synthetic Intermediate ◽  
Heterocyclic Moiety

One-pot syntheses are a simple, efficient and easy methodology, which are widely used for the synthesis of organic compounds. Imidazoline is a valuable heterocyclic moiety used as a synthetic intermediate, chiral auxiliary, chiral catalyst and a ligand for asymmetric catalysis. Imidazole is a fundamental unit of biomolecules that can be easily prepared from imidazolines. The one-pot method is an impressive approach to synthesize organic compounds as it minimizes the reaction time, separation procedures, and ecological impact. Many significant one-pot methods such as N-bromosuccinimide mediated reaction, ring-opening of tetrahydrofuran, triflic anhydrate mediated reaction, etc. were reported for imidazoline synthesis. This review describes an overview of the one-pot synthesis of imidazolines and covers literature up to 2020.

An Overview of the One-pot Synthesis of Imidazolines

2020 ◽  
Vol 24 (20) ◽  
pp. 2341-2355
Author(s):  
Thaipparambil Aneeja ◽  
Sankaran Radhika ◽  
Mohan Neetha ◽  
Gopinathan Anilkumar
Keyword(s):  
Asymmetric Catalysis ◽  
Organic Compounds ◽  
Ring Opening ◽  
Ecological Impact ◽  
Chiral Auxiliary ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One ◽  
Synthetic Intermediate ◽  
Heterocyclic Moiety

One-pot syntheses are a simple, efficient and easy methodology, which are widely used for the synthesis of organic compounds. Imidazoline is a valuable heterocyclic moiety used as a synthetic intermediate, chiral auxiliary, chiral catalyst and a ligand for asymmetric catalysis. Imidazole is a fundamental unit of biomolecules that can be easily prepared from imidazolines. The one-pot method is an impressive approach to synthesize organic compounds as it minimizes the reaction time, separation procedures, and ecological impact. Many significant one-pot methods such as N-bromosuccinimide mediated reaction, ring-opening of tetrahydrofuran, triflic anhydrate mediated reaction, etc. were reported for imidazoline synthesis. This review describes an overview of the one-pot synthesis of imidazolines and covers literature up to 2020.

Reaction of isatins with 6-amino uracils and isoxazoles: isatin ring-opening vs. annulations and regioselective synthesis of isoxazole fused quinoline scaffolds in water

2015 ◽  
Vol 17 (6) ◽  
pp. 3362-3372 ◽  
Author(s):  
Nataraj Poomathi ◽  
Sivakalai Mayakrishnan ◽  
Doraiswamy Muralidharan ◽  
Rajagopal Srinivasan ◽  
Paramasivan T. Perumal
Keyword(s):  
Ring Opening ◽  
Sulphonic Acid ◽  
Regioselective Synthesis ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One ◽  
Straightforward Approach

A straightforward approach for the one-pot synthesis of isoxazoloquinoline and spiroxindole derivatives in water has been established using p-toluene sulphonic acid as a catalyst.

Thiophene Ring-Opening Reactions III: One-Pot Synthesis and Antitumor Activity of 1,3,4-Thiadiazoline–Benzothiazolo[3,2-b]pyridazine Hybrids

2021 ◽  
Vol 18 ◽  
Author(s):  
Ahmad Ahmad Abdullah ◽  
Jalal Zahra ◽  
Salim Sabri ◽  
Firas Awwadi ◽  
Mohammed Abadleh ◽  
...  
Keyword(s):  
Ring Opening ◽  
Thiophene Ring ◽  
Direct Interaction ◽  
X Ray Diffraction ◽  
One Pot ◽  
One Pot Synthesis ◽  
Ring Opening Reaction ◽  
Ring Opening Reactions ◽  
Intramolecular Cyclizations ◽  
The One

Introduction: The preparation of model 6-chloro-5-nitrothieno[2,3-c]pyridazines incorporating (2'-halo-5'-nitrophenyl) entity is described. Interaction of these substrates with N'-(aryl)benzothiohydrazides, in the presence of triethylamine, followed a formal [4+1] annulation, furnishing the respective 1,3,4-thiadiazoline–benzothiazolo [3,2-b]pyridazine hybrids directly. This one-pot synthesis implies thiophene ring-opening and two consecutive intramolecular cyclizations. The structures of the synthesized new hybrids are supported by MS, NMR, and IR spectral data and further confirmed by single-crystal X-ray diffraction. These hybrids exhibit antiproliferative activity with notable selectivity against solid tumor cell lines (IC50: 4-18 μM). Aims: This study aimed at exploring the scope and applicability of thiophene ring-opening reaction towards the synthesis of new thiadiazoline–[fused]tricyclic conjugates. Background: α-Chloro-β-nitrothienopyridazine underwent ring-opening upon reacting with N'-(aryl)benzothiohydrazides generating 1,3,4-thiadiazoline–benzothiazolo[3,2-b]pyridazines. Objective: This new thiophene ring-opening reaction is applied to the one-pot synthesis of thiadiazoline–benzothiazolo[3,2-b]pyridazine couples. Method: A direct interaction of α-chloro-β-nitrothienopyridazine with N'-(aryl)benzothiohydrazide at room temperature for 1-2 h occurred. Result: α-Chloro-β-nitrothieno[2,3-c]pyridazines are suitable substrates for the facile synthesis of thiadiazoline–benzothiazolo[3,2-b]pyridazine hybrids. Conclusion: This novel ring-opening reaction proceeds via formal [4+1] annulation and provides a versatile approach to various conjugated and/or fused five-membered heterocycles.

One-pot synthesis of benzo[b]fluorenones via a cobalt-catalyzed MHP-directed [3+2] annulation/ring-opening/dehydration sequence

2019 ◽  
Vol 55 (29) ◽  
pp. 4206-4209 ◽  
Author(s):  
Shuxian Qiu ◽  
Shengxian Zhai ◽  
Huifei Wang ◽  
Xiaoming Chen ◽  
Hongbin Zhai
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
One Pot Synthesis ◽  
Oxabicyclic Alkenes ◽  
The One

A cobalt-catalyzed MHP-directed [3+2] annulation of benzoyl hydrazines with oxabicyclic alkenes followed by a ring-opening/dehydration sequence is developed for the one-pot synthesis of benzo[b]fluorenones.

Synthesis of 1H-azadienes and application to one-pot organic transformations

RSC Advances ◽  
2016 ◽  
Vol 6 (1) ◽  
pp. 661-668 ◽  
Author(s):  
Yearang Kwon ◽  
Mina Jeon ◽  
Jin Yong Park ◽  
Young Ho Rhee ◽  
Jaiwook Park
Keyword(s):  
Organic Compounds ◽  
Organic Transformations ◽  
One Pot ◽  
One Pot Synthesis ◽  
Ruthenium Catalysis ◽  
The One ◽  
Neutral Conditions

1H-Azadienes were synthesized from allyl azides by ruthenium catalysis under mild and neutral conditions. Applications of the 1H-azadienes were demonstrated for the one-pot synthesis of nitrogen containing organic compounds.

Indium Bromide-catalyzed Unprecedented Hydrogenolysis: A Novel One-Pot Synthesis of Per-O-Acetylated β-carboxymethyl O and S-glycosides

2020 ◽  
Vol 24 (8) ◽  
pp. 900-908
Author(s):  
Ram Naresh Yadav ◽  
Amrendra K Singh ◽  
Bimal Banik
Keyword(s):  
Asymmetric Synthesis ◽  
Chiral Auxiliary ◽  
Bioactive Molecules ◽  
One Pot ◽  
Enantiomerically Pure ◽  
Stereoselective Glycosylation ◽  
One Pot Synthesis ◽  
Wide Range

Numerous O (oxa)- and S (thia)-glycosyl esters and their analogous glycosyl acids have been accomplished through stereoselective glycosylation of various peracetylated bromo sugar with benzyl glycolate using InBr3 as a glycosyl promotor followed by in situ hydrogenolysis of resulting glycosyl ester. A tandem glycosylating and hydrogenolytic activity of InBr3 has been successfully investigated in a one-pot procedure. The resulting synthetically valuable and virtually unexplored class of β-CMGL (glycosyl acids) could serve as an excellent potential chiral auxiliary in the asymmetric synthesis of a wide range of enantiomerically pure medicinally prevalent β-lactams and other bioactive molecules of diverse medicinal interest.

ChemInform Abstract: Ring-Opening of Substituted Isoxazolidines: One-Pot Synthesis of Indenes.

ChemInform ◽  
2010 ◽  
Vol 24 (41) ◽  
pp. no-no
Author(s):  
F. CASUSCELLI ◽  
U. CHIACCHIO ◽  
A. LIGUORI ◽  
G. ROMEO ◽  
G. SINDONA ◽  
...  
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
One Pot Synthesis
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