A 3,4-dihalo-2(5H)-furanone initiated ring-opening reaction of DABCO in the absence of a metal catalyst and additive and its application in a one-pot two-step reaction

2019 ◽  
Vol 21 (14) ◽  
pp. 3782-3788 ◽  
Author(s):  
Han-Qing Wu ◽  
Kai Yang ◽  
Xiao-Yun Chen ◽  
Mani Arulkumar ◽  
Neng Wang ◽  
...  
Keyword(s):  
Bioactive Compounds ◽  
Ring Opening ◽  
Metal Catalyst ◽  
One Pot ◽  
Environmental Friendly ◽  
Ring Opening Reaction ◽  
Metal Additive

An environmental friendly protocol for metal/additive-free synthesis of potential bioactive compounds from 3,4-dihalo-2(5H)-furanone and DABCO is described.

Mild and efficient one-pot synthesis of chiral β-chalcogen amides via 2-oxazoline ring-opening reaction mediated by indium metal

2008 ◽  
Vol 693 (24) ◽  
pp. 3563-3566 ◽  
Author(s):  
Antonio L. Braga ◽  
Fábio Z. Galetto ◽  
Paulo S. Taube ◽  
Márcio W. Paixão ◽  
Claudio C Silveira ◽  
...  
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
One Pot Synthesis ◽  
Ring Opening Reaction ◽  
Indium Metal

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.

A general two-step one-pot synthesis process of ynones from α-keto acids and 1-iodoalkynes

2018 ◽  
Vol 54 (68) ◽  
pp. 9517-9520 ◽  
Author(s):  
Xiaobao Zeng ◽  
Chulong Liu ◽  
Weiguang Yang ◽  
Xingyong Wang ◽  
Xinyan Wang ◽  
...  
Keyword(s):  
Ring Opening ◽  
Synthesis Process ◽  
One Pot ◽  
One Pot Synthesis ◽  
Ring Opening Reaction ◽  
Keto Acids

A two-step one-pot synthesis process of ynones was developed by cycloaddition of α-keto acids and 1-iodoalkynes followed by a ring-opening reaction.

ChemInform Abstract: Mild and Efficient One-Pot Synthesis of Chiral β-Chalcogen Amides via 2-Oxazoline Ring-Opening Reaction Mediated by Indium Metal.

ChemInform ◽  
2009 ◽  
Vol 40 (16) ◽  
Author(s):  
Antonio L. Braga ◽  
Fabio Z. Galetto ◽  
Paulo S. Taube ◽  
Marcio W. Paixao ◽  
Claudio C. Silveira ◽  
...  
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
One Pot Synthesis ◽  
Ring Opening Reaction ◽  
Indium Metal

One-Pot Indium Iodide Mediated Synthesis of Chiral β-Seleno Amides and Selenocysteine Derivatives by Ring-Opening Reaction of 2-Oxazolines

2007 ◽  
Vol 2007 (32) ◽  
pp. 5327-5331 ◽  
Author(s):  
Antonio L. Braga ◽  
Fabrício Vargas ◽  
Fábio Z. Galetto ◽  
Márcio W. Paixão ◽  
Ricardo S. Schwab ◽  
...  
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
Ring Opening Reaction

One-pot modular synthesis of β-chalcogen amides via regioselective 2-oxazolines ring-opening reaction promoted by indium chalcogenolates under microwave irradiation

2020 ◽  
Vol 61 (33) ◽  
pp. 152180
Author(s):  
Larissa F. Guimarães ◽  
Luana Bettanin ◽  
Roberth N. da Trindade ◽  
Cleiton da Silva ◽  
Andrielli Leitemberger ◽  
...  
Keyword(s):  
Microwave Irradiation ◽  
Ring Opening ◽  
One Pot ◽  
Modular Synthesis ◽  
Ring Opening Reaction

C-H Bond Cleavage-Enabled Aerobic Ring-Opening Reaction of in Situ Formed 2-Aminobenzofuran-3(2H)-ones

2021 ◽  
Author(s):  
Yingwei Wang ◽  
Mingrong Yang ◽  
Chic Hou Lao ◽  
Zhi-Hong Jiang
Keyword(s):  
Ring Opening ◽  
Bond Cleavage ◽  
One Pot ◽  
Ring Opening Reaction ◽  
Alternative Approach

A C-H bond cleavage-enabled areobic ring-opening reaction of 2-aminobenzofuran-3(2H)-ones formed in situ by hemiacetals with a variety of amines is reported. The simple one-pot reaction provides an alternative approach to...

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