Stereospecific Synthesis of Highly Substituted Piperazines via an One-Pot Three Component Ring-Opening Cyclization from N-Activated Aziridines, Anilines, and Propargyl Carbonates

2018 ◽  
Vol 84 (4) ◽  
pp. 1757-1765 ◽  
Author(s):  
Navya Chauhan ◽  
Sajan Pradhan ◽  
Manas K Ghorai
Keyword(s):  
Ring Opening ◽  
Stereospecific Synthesis ◽  
One Pot

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.

One-Pot Tandem Ring-Opening and Ring-Closing Metathesis Polymerization of Disubstituted Cyclopentenes Featuring a Terminal Alkyne Functionality

2020 ◽  
Vol 53 (11) ◽  
pp. 4330-4337
Author(s):  
Santhosh Kumar Podiyanachari ◽  
Salvador Moncho ◽  
Edward N. Brothers ◽  
Saeed Al-Meer ◽  
Mohammed Al-Hashimi ◽  
...  
Keyword(s):  
Ring Opening ◽  
Terminal Alkyne ◽  
Ring Closing Metathesis ◽  
One Pot ◽  
Metathesis Polymerization

scholarly journals Synthesis and Antiproliferative Activity of Phosphorus Substituted 4-Cyanooxazolines, 2-Aminocyanooxazolines, 2-Iminocyanooxazolidines and 2-Aminocyanothiazolines by Rearrangement of Cyanoaziridines

Molecules ◽  
2021 ◽  
Vol 26 (14) ◽  
pp. 4265
Author(s):  
Victor Carramiñana ◽  
Ana M. Ochoa de Ochoa de Retana ◽  
Francisco Palacios ◽  
Jesús M. de los de los Santos
Keyword(s):  
Ring Opening ◽  
Human Lung ◽  
Ring Expansion ◽  
Moderate Activity ◽  
A549 Cell Line ◽  
One Pot ◽  
Acidic Conditions ◽  
Lung Adenocarcinoma A549 ◽  
High Yields

Several phosphorus-substituted N-acylated cyanoaziridines 2 and N-carbamoylated cyanoziridines 5 were prepared in good to high yields. N-Acylated cyanoaziridines 2 were used, after ring expansion, in an efficient synthesis of oxazoline derivative 3a and in a completely regio-controlled reaction in the presence of NaI. Conversely, N-carbamoyl cyanoaziridines 5 reacted with NaI to obtain a regioisomeric mixture of 2-aminocyanooxazolines 7. Mild acidic conditions can be used for the isomerization of N-thiocarbamoyl cyanoaziridine 6a into a 2-aminocyanothiazoline derivative 8a by using BF3·OEt2 as a Lewis acid. Likewise, a one pot reaction of NH-cyanoaziridines 1 with isocyanates obtained 2-iminocyanooxazolidines 9 regioselectively. This synthetic methodology involves the addition of isocyanates to starting cyanoaziridines to obtain N-carbamoyl cyanoaziridines 5, which after the ring opening, reacts with a second equivalent of isocyanate to give the final 2-imino cyanooxazolidines 9. In addition, the cytotoxic effect on the cell lines derived from human lung adenocarcinoma (A549) was also screened. 2-Iminooxazolidines 9 exhibited moderate activity against the A549 cell line in vitro. Furthermore, a selectivity towards cancer cells (A549) over non-malignant cells (MCR-5) was detected.

scholarly journals Precise Synthesis and Thin Film Self-Assembly of PLLA-b-PS Bottlebrush Block Copolymers

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1412
Author(s):  
Eunkyung Ji ◽  
Cian Cummins ◽  
Guillaume Fleury
Keyword(s):  
Thin Film ◽  
Block Copolymers ◽  
Self Assembly ◽  
Ring Opening ◽  
Periodic Structures ◽  
One Pot ◽  
Ordered Structures ◽  
Carbonyl Chloride ◽  
Thin Film Patterning ◽  
Nanoporous Templates

The ability of bottlebrush block copolymers (BBCPs) to self-assemble into ordered large periodic structures could greatly expand the scope of photonic and membrane technologies. In this paper, we describe a two-step synthesis of poly(l-lactide)-b-polystyrene (PLLA-b-PS) BBCPs and their rapid thin-film self-assembly. PLLA chains were grown from exo-5-norbornene-2-methanol via ring-opening polymerization (ROP) of l-lactide to produce norbornene-terminated PLLA. Norbonene-terminated PS was prepared using anionic polymerization followed by a termination reaction with exo-5-norbornene-2-carbonyl chloride. PLLA-b-PS BBCPs were prepared from these two norbornenyl macromonomers by a one-pot sequential ring opening metathesis polymerization (ROMP). PLLA-b-PS BBCPs thin-films exhibited cylindrical and lamellar morphologies depending on the relative block volume fractions, with domain sizes of 46–58 nm and periodicities of 70–102 nm. Additionally, nanoporous templates were produced by the selective etching of PLLA blocks from ordered structures. The findings described in this work provide further insight into the controlled synthesis of BBCPs leading to various possible morphologies for applications requiring large periodicities. Moreover, the rapid thin film patterning strategy demonstrated (>5 min) highlights the advantages of using PLLA-b-PS BBCP materials beyond their linear BCP analogues in terms of both dimensions achievable and reduced processing time.

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

One-pot synthesis of PLA-b-PHEA via sequential ROP and RAFT polymerizations

2017 ◽  
Vol 8 (39) ◽  
pp. 6086-6098 ◽  
Author(s):  
Ilknur Yildirim ◽  
Pelin Sungur ◽  
Anna C. Crecelius-Vitz ◽  
Turgay Yildirim ◽  
Diana Kalden ◽  
...  
Keyword(s):  
Block Copolymer ◽  
Ring Opening ◽  
Raft Polymerization ◽  
Ring Opening Polymerization ◽  
One Pot ◽  
One Pot Synthesis

A block copolymer library of polylactide and poly(2-hydroxyethyl acrylate) was prepared via sequential ring opening polymerization and RAFT polymerization in a one-pot approach.

One-Pot Three-Component Strategy for Functionalized 2-Aminoimidazoles via Ring Opening of α-Nitro Epoxides

2015 ◽  
Vol 17 (5) ◽  
pp. 1157-1159 ◽  
Author(s):  
Xiao Guo ◽  
Wenteng Chen ◽  
Binhui Chen ◽  
Wei Huang ◽  
Weixing Qi ◽  
...  
Keyword(s):  
Ring Opening ◽  
One Pot

ChemInform Abstract: Synthesis of α-Phthalimido-α′-Dithiocarbamato Propan-2-ols via a One-Pot, Three-Component Epoxide Ring-Opening in Water.

ChemInform ◽  
2015 ◽  
Vol 46 (9) ◽  
pp. no-no
Author(s):  
Azim Ziyaei Halimehjani ◽  
Seyyed Emad Hooshmand ◽  
Elham Vali Shamiri
Keyword(s):  
Ring Opening ◽  
Epoxide Ring ◽  
One Pot ◽  
Epoxide Ring Opening
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