scholarly journals One-Pot Synthesis of Amide-Functional Main-Chain Polybenzoxazine Precursors

Polymers ◽  
2019 ◽  
Vol 11 (4) ◽  
pp. 679 ◽  
Author(s):  
Canan Durukan ◽  
Baris Kiskan ◽  
Yusuf Yagci
Keyword(s):  
Ring Opening ◽  
Spectroscopic Analysis ◽  
Main Chain ◽  
Ring Closure ◽  
Scanning Calorimetry ◽  
Free Standing ◽  
One Pot ◽  
Flexible Films ◽  
Film Forming ◽  
The One

Main-chain polybenzoxazines containing amide linkages were successfully prepared in one pot. Three different polymers were synthesized by reacting 3,4-dihydrocoumarine (DHC) and paraformaldehyde with 1,3-diaminopropane or 1,6-diaminohexane or Jeffamine ED-900. The one-pot reaction proceeded through the combination of the ring-opening of DHC with amines, and subsequent Mannich and ring-closure reactions occurring in a cascading manner. The obtained polymer from Jeffamine exhibited good film-forming properties, and free-standing flexible films were easily solvent- casted on Teflon plates. All polymeric precursors were characterized by spectroscopic analysis, and their curing behavior and thermal stability were investigated by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA).

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.

scholarly journals One-Pot Synthesis of Novel Dibenzoxanthenes, Diarylbutanes, and Calix[4]resorcinarenes via Consecutive Pyrrolidine Ring-Closure/Ring-Opening Reactions

2019 ◽  
Vol 2019 ◽  
pp. 1-7
Author(s):  
Andrey V. Smolobochkin ◽  
Almir S. Gazizov ◽  
Alexander R. Burilov ◽  
Michail A. Pudovik
Keyword(s):  
Ring Opening ◽  
Ring Closure ◽  
Acidic Media ◽  
Pyrrolidine Ring ◽  
One Pot ◽  
One Pot Synthesis ◽  
Ring Opening Reactions

Herein, we report the approach to the otherwise hardly accessible dibenzoxanthenes, diarylbutanes, and calix[4]resorcinarenes possessing urea moieties based on the reaction of N-(4,4-diethoxybutyl)ureas with electron-rich aromatics in strongly acidic media. Unlike the previously developed methods, the proposed approach benefits from one-pot procedure and allows to obtain the target compounds with much higher yields.

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.

The one-pot generation and ring opening of alkyl and aryl thiirane-S-oxides

1992 ◽  
Vol 33 (40) ◽  
pp. 5897-5900 ◽  
Author(s):  
Adrian L. Schwan ◽  
David A. Wilson
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
The One

ChemInform Abstract: The One-Pot Generation and Ring Opening of Alkyl and Aryl Thiirane S- Oxides.

ChemInform ◽  
2010 ◽  
Vol 24 (11) ◽  
pp. no-no
Author(s):  
A. L. SCHWAN ◽  
D. A. WILSON
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
The One

Annulations leading to diene systems. Total syntheses of the dolastane-type diterpenoids (±)-(5S,12R,14S)-dolasta-1(15),7,9-trien-14-ol and (±)-amijitrienol

1992 ◽  
Vol 70 (4) ◽  
pp. 1204-1220 ◽  
Author(s):  
Edward Piers ◽  
Richard W. Friesen
Keyword(s):  
Aldol Condensation ◽  
Ring Closure ◽  
Starting Material ◽  
Target Compound ◽  
One Pot ◽  
Stereoselective Reduction ◽  
Total Syntheses ◽  
Reductive Transformation ◽  
The One ◽  
Key Steps

Alkylation of the substituted cycloalkanones 14a–d and 30 with (Z)-1-bromo-4-methyl-3-trimethylstannyl-2-pentene (13) produced compounds 15a–d and 33, which were readily converted into the corresponding enol trifluoromethane-sulfonates (triflates) 16a–d and 34. Intramolecular Pd(O)-catalyzed coupling of the vinylstannane and enol triflate functions in 16a–d and 34 provided the dienes 17a–d and 35. The annulation product 35 served as a suitable starting material for the total syntheses of the dolastane diterpenoids (±)-(5S,12R,14S)-dolasta-1(15),7,9-trien-14-ol (2) and (±)-amijitrienol (3). The key steps of the synthesis of (±)-2 involved the stereoselective methylation of the ketone 44 (readily derived from 35) to provide 46 and the Barbier type ring closure of 47 to provide the target compound. For the synthesis of (±)-3, the notable conversions included the reductive transformation of the diene 35 into the alkene 53, the aldol condensation of the ketone 54 with 4-trimethylstannyl-4-pentenal (55), the chemo- and stereoselective reduction of the dione 58, and the one-pot conversion of the keto vinylstannane 63 into the triene 65, via the intermediate 64.

scholarly journals Towards Advances in Molecular Understanding of Boric Acid Biocatalyzed Ring-Opening (Co)Polymerization of δ-Valerolactone in the Presence of Ethylene Glycol as an Initiator

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 4859
Author(s):  
Khadar Duale ◽  
Piotr Latos ◽  
Anna Chrobok ◽  
Adrian Domiński ◽  
Magdalena Martinka Maksymiak ◽  
...  
Keyword(s):  
Ethylene Glycol ◽  
Boric Acid ◽  
Ring Opening ◽  
Level Structure ◽  
Fragmentation Pattern ◽  
One Pot ◽  
Esi Ms ◽  
Chemical Structures ◽  
Macromolecular Systems ◽  
The One

Following our previous studies on the molecular level structure of (co)oligoesters obtained via anionic homo- and co-polymerization of novel β-substituted β-lactones, prepared by the atmospheric pressure carbonylation reaction of respective epoxides, the boric acid biocatalyzed ring-opening (co)polymerization of δ-valerolactone has been studied. As a co-monomer the 6-methy-ε-caprolactone, prepared by the one-pot oxidation of respective alcohol, and ethylene glycol as polymerization initiator were used. The obtained copolymers were characterized by 1H-NMR, GPC and ESI-MS, respectively in order to confirm their chemical structures and identity. Subsequently, tandem mass spectrometry (MS-MS studies) via collision-induced dissociation were utilized to characterize the fragmentation pattern. ESI-MS and NMR analyses confirmed the formation of random linear copolymer chains composed of different polyester repeat units. MS-MS experiments showed that fragmentation proceeds via ester bound cleavage along the (co)polyester chains. The innovative aspect of this contribution is related to the elaboration of the telechelic (co)polymers end-capped with hydroxyl end groups and well-defined molecular architectures, which could facilitate the development of new flexible macromolecular systems for potential biomedical applications.

scholarly journals A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields

2021 ◽  
Vol 9 ◽  
Author(s):  
Nagaraju Kerru ◽  
Suresh Maddila ◽  
Sreekantha B. Jonnalagadda
Keyword(s):  
Spectroscopic Analysis ◽  
High Selectivity ◽  
Water Medium ◽  
One Pot ◽  
Green Protocol ◽  
Catalyst Free ◽  
Active Methylene Compounds ◽  
The One ◽  
Pyrimidine Analogs ◽  
Active Methylene

We report a highly efficient green protocol for developing a novel library of 1,2,4-triazole-tagged 1,4-dihydropyridine analogs through the one-pot process from the four-component fusion of the 1H-1,2,4-triazol-3-amine with different chosen aldehydes, diethyl acetylenedicarboxylate, and active methylene compounds in a water medium under microwave irradiation and catalyst-free conditions. Excellent yields (94–97%) of the target products were achieved with high selectivity with a short reaction time (<12 min) at room temperature. The structures of the synthesized pyrimidine analogs were established by NMR and HRMS spectroscopic analysis. Simple workup, impressive yields, no column chromatography, green solvent, rapid reaction, and excellent functional group tolerance are the benefits of this protocol.

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.

Ring-opening metathesis polymerization-induced self-assembly (ROMPISA) of a cisplatin analogue for high drug-loaded nanoparticles

2019 ◽  
Vol 10 (23) ◽  
pp. 2996-3000 ◽  
Author(s):  
Daniel B. Wright ◽  
Maria T. Proetto ◽  
Mollie A. Touve ◽  
Nathan C. Gianneschi
Keyword(s):  
Aqueous Phase ◽  
Self Assembly ◽  
Ring Opening ◽  
Ring Opening Metathesis Polymerization ◽  
One Pot ◽  
Phase Synthesis ◽  
High Drug ◽  
Metathesis Polymerization ◽  
The One ◽  
Micellar Nanoparticles

We report the one-pot aqueous phase synthesis of cisplatin drug loaded micellar nanoparticles using Ring-Opening Metathesis Polymerization-Induced Self-Assembly (ROMPISA).

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