Deep eutectic solvent-catalyzed Meyer–Schuster rearrangement of propargylic alcohols under mild and bench reaction conditions

2020 ◽  
Vol 56 (96) ◽  
pp. 15165-15168
Author(s):  
Nicolás Ríos-Lombardía ◽  
Luciana Cicco ◽  
Kota Yamamoto ◽  
José A. Hernández-Fernández ◽  
Francisco Morís ◽  
...  
Keyword(s):  
Room Temperature ◽  
Deep Eutectic Solvent ◽  
Reaction Times ◽  
Reaction Conditions ◽  
Propargylic Alcohols ◽  
First Time

Faster, milder, greener…better! The Meyer–Schuster rearrangement is disclosed for the first time in a deep eutectic solvent, namely FeCl3·6H2O/glycerol (3 : 1), enabling the reaction at room temperature, under air and with short reaction times.

Efficient synthesis of pyrido[2,3-d]pyrimidine-7-carboxylic acids catalyzed by a TiO2/SiO2 nanocomposite in aqueous media at room temperature

2018 ◽  
Vol 73 (9) ◽  
pp. 641-645 ◽  
Author(s):  
Sepehr Sadegh-Samiei ◽  
Shahrzad Abdolmohammadi
Keyword(s):  
Heterogeneous Catalyst ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Aqueous Media ◽  
Reaction Times ◽  
Molar Ratio ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Moderate Reaction ◽  
Recyclable Heterogeneous Catalyst

AbstractA novel and efficient synthesis of eight 5-aryl-1,3-dimethyl-2,4-dioxo-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-7-carboxylic acids using a TiO2/SiO2 nanocomposite with a molar ratio of 1:1 as a recyclable heterogeneous catalyst is described. The desired products, five of which are new, are formed in short reaction times (2–3 h) with high to excellent yields (94%–98%) under very moderate reaction conditions (room temperature, aqueous media).

scholarly journals New Developments in the Synthesis of EMICORON

2018 ◽  
Vol 7 (3) ◽  
pp. 22 ◽  
Author(s):  
Massimo Pitorri ◽  
Marco Franceschin ◽  
Ilaria Serafini ◽  
Alessandro Ciccòla ◽  
Claudio Frezza ◽  
...  
Keyword(s):  
Mechanism Of Action ◽  
Growth And Development ◽  
Reaction Times ◽  
Preclinical Studies ◽  
Antitumor Activities ◽  
Reaction Conditions ◽  
New Developments ◽  
Work Up ◽  
First Time

This paper reports on the modification of two synthetic steps in the usual protocol used for obtaining EMICORON. EMICORON is a benzo[ghi]perylen-diimide, which was synthesized for the first time in our laboratory in 2012, and has shown to have in vivo antitumor activities that interferes with the tumor growth and development using a multi-target mechanism of action. The provided modifications, which involved the reaction times, the reaction conditions, and the work-up procedures, allowed the global yield of the process to be increased from 28% to about 40%. Thus, this new procedure may be more suitable for recovering higher amounts of EMICORON to be used in further preclinical studies.

Nanoparticles of ZrPO4 for green catalytic applications

Nanoscale ◽  
2014 ◽  
Vol 6 (24) ◽  
pp. 14898-14902 ◽  
Author(s):  
Peta Sreenivasulu ◽  
Chandrasekhar Pendem ◽  
Nagabhatla Viswanadham
Keyword(s):  
Zirconium Phosphate ◽  
Room Temperature ◽  
Reaction Conditions ◽  
Temperature Synthesis ◽  
Block Polymer ◽  
Room Temperature Synthesis ◽  
Catalytic Applications ◽  
First Time

Here we report the successful room temperature synthesis of zirconium phosphate nanoparticles (ZPNP) using the P123 tri-co-block polymer for the first time and was employed for fixation of CO2 on aniline to produce pharmaceutically important acetanilide under mild reaction conditions (150 °C and 150 Psi CO2 pressure).

scholarly journals [DBN][HSO4]-Promoted facile and green synthesis of 2-Amino-4H-pyrans derivatives under microwave irradiation

2021 ◽  
Vol 11 (2-S) ◽  
pp. 89-97
Author(s):  
Vishal Mane ◽  
Dhanjay Mane
Keyword(s):  
Ionic Liquid ◽  
Microwave Irradiation ◽  
Room Temperature ◽  
Knoevenagel Condensation ◽  
Reaction Times ◽  
Environmentally Benign ◽  
Successive Reaction ◽  
Solvent Free Conditions ◽  
High Yields ◽  
First Time

The [DBN][HSO4] -promoted Knoevenagel condensation followed by cyclization protocol has been developed for the first time by a successive reaction of aldehydes, dimedone and malononitrile to afford 2-Amino-4H-pyrans derivatives in high to excellent yields at room temperature. The synergic couple of microwave and ionic liquid provided the capability to allow a variability of functional groups, short reaction times, easy workup, high yields, recyclability of the catalyst, and solvent-free conditions, thus providing economic and environmental advantages. Keywords: [DBN][HSO4], Environmentally benign, 2-Amino-4H-pyrans, Knoevenagel condensation, Microwave irradiation

scholarly journals LEUCINE : AN EFFICIENT AND GREEN AMINO ACID CATALYST FOR CONVERSION OF ALDEHYDES AND KETONES INTO GEM-DIHYDROPEROXIDES WITH H2O2

2016 ◽  
Vol 11 (2) ◽  
pp. 3452-3458 ◽  
Author(s):  
Davood Azarifar ◽  
Ommolbanin Badalkhani ◽  
Kaveh Khosravi ◽  
Younes Abbasi
Keyword(s):  
Amino Acid ◽  
Present Method ◽  
Room Temperature ◽  
Reaction Times ◽  
Acid Catalyst ◽  
Aqueous Hydrogen Peroxide ◽  
Reaction Conditions ◽  
Green Catalyst ◽  
Aldehydes And Ketones ◽  
High Yields

Leucine amino acid, has been explored as an effective catalyst for conversion of ketones and aldehydes into corresponding gem-dihydroperoxides using 30% aqueous hydrogen peroxide in acetonitrile at room temperature. The reactions proceed smoothly within short periods of time to provide the respective gem-dihydroperoxides in excellent yields. Mild reaction conditions, low reaction times, high yields, low environmental impact, use of non-expensive, recyclable and green catalyst are the main merits of the present method.

Regio- and Stereoselective Synthesis of a Novel Family of Unsaturated Compounds with the S–Se Bond and Their Cyclization to 2,3-Dihydro-1,4-thiaselenines

Synthesis ◽  
2019 ◽  
Vol 51 (08) ◽  
pp. 1832-1840 ◽  
Author(s):  
Svetlana Amosova ◽  
Andrey Filippov ◽  
Vladimir Potapov ◽  
Maxim Penzik ◽  
Nataliya Makhaeva ◽  
...  
Keyword(s):  
Ring Opening ◽  
Room Temperature ◽  
Stereoselective Synthesis ◽  
Reaction Times ◽  
Nucleophilic Attack ◽  
Selenium Atom ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
Ring Opening Reaction ◽  
Acid Catalyzed

Regio- and stereoselective ring-opening reaction of 2-bromomethyl-1,3-thiaselenole with thiols proceeded as nucleophilic attack at the selenium atom of seleniranium intermediate affording unsaturated selanyl sulfides, (Z)-CH2=CHSCH=CHSeSR, in up to 93% yield. Dithiols were involved in this reaction giving symmetrical polyunsaturated compounds with two S–Se bonds in 70–75% yields. Efficient synthesis of 2-(organylsulfanyl)-2,3-dihydro-1,4-thiaselenines in 69–96% yields was developed by the acid-catalyzed cyclization of the unsaturated selanyl sulfides. Mild reaction conditions (room temperature) and short reaction times are important features of this methodology.

scholarly journals Multi-component synthesis of piperidines and dihydropyrrol-2-one derivatives catalyzed by a dual-functional ionic liquid

2019 ◽  
Vol 44 (1-2) ◽  
pp. 20-24 ◽  
Author(s):  
Narjes Basirat ◽  
Seyed Sajad Sajadikhah ◽  
Abdolkarim Zare
Keyword(s):  
Ionic Liquid ◽  
Room Temperature ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Reaction Conditions ◽  
One Pot ◽  
Dialkyl Acetylenedicarboxylates ◽  
Dual Functional

N,N,N’, N’-tetramethyl- N,N’-bis(sulfo)ethane-1,2-diaminium mesylate ([TMBSED][OMs]2) was employed for the synthesis of piperidines and dihydropyrrol-2-ones via one-pot multi-component reactions in simple and green processes. This pseudo five-component reaction of aromatic aldehydes, anilines and alkyl acetoacetates was carried out under reflux conditions in ethanol to afford substituted piperidines. Also, dihydropyrrol-2-one derivatives were synthesized by means of four-component reactions of various amines, dialkyl acetylenedicarboxylates and formaldehyde in ethanol at room temperature. The present approaches have several advantages such as good yields, easy work-ups, short reaction times, and utilize mild and clean reaction conditions.

scholarly journals New Developments in the Synthesis of EMICORON

2018 ◽  
Author(s):  
Marco Franceschin ◽  
Ilaria Serafini ◽  
Alessandro Ciccòla ◽  
Claudio Frezza ◽  
Armandodoriano Bianco ◽  
...  
Keyword(s):  
Mechanism Of Action ◽  
Growth And Development ◽  
Reaction Times ◽  
Preclinical Studies ◽  
Antitumor Activities ◽  
Reaction Conditions ◽  
New Developments ◽  
Work Up ◽  
First Time

In this paper, the modification of two synthetic steps to obtain EMICORON, with respect to the usual protocol, is reported. EMICORON is a benzo[ghi]perylen-diimmide which was synthesized the first time in our laboratory in 2012 and showed to have in-vivo antitumor activities interfering with tumor growth and development by a multi-target mechanism of action. The provided modifications regarded the reaction times and the reaction conditions as well as the work-up procedures and allowed to increase the global yield of the process from 28% to about 40%. Thus, this new procedure may be more suitable in order to get larger amounts of EMICORON for further preclinical studies.

Catalyst-Free Three-Component Synthesis of Spirobenzimidazolidines Bearing an Indole Scaffold

Synlett ◽  
2018 ◽  
Vol 29 (17) ◽  
pp. 2301-2305 ◽  
Author(s):  
F. Moghaddam ◽  
A. Moafi ◽  
Z. Zamani ◽  
M. Daneshfar
Keyword(s):  
Reaction Times ◽  
Reaction Conditions ◽  
One Pot ◽  
Efficient Catalyst ◽  
Catalyst Free ◽  
New Family ◽  
Three Component Reaction ◽  
High Yields ◽  
First Time ◽  
Derivatives Of

An efficient catalyst-free one-pot three-component reaction was developed for the synthesis of a new family of N- and S-containing spirocyclic compounds. Various derivatives of spirobenzimidazolidine containing an indole scaffold were synthesized for the first time in a modestly toxic solvent and under mild reaction conditions. The reaction times were of the order of several minutes, and all the products were obtained in moderate to high yields (overall yields 58–80%).

Copper-Catalyzed N-Arylation of Sulfoximines with Arylboronic Acids under Mild Conditions

Synthesis ◽  
2019 ◽  
Vol 51 (10) ◽  
pp. 2171-2182 ◽  
Author(s):  
Surabhi Gupta ◽  
Siddharth Baranwal ◽  
Nalluchamy Muniyappan ◽  
Shahulhameed Sabiah ◽  
Jeyakumar Kandasamy
Keyword(s):  
Room Temperature ◽  
Boronic Acids ◽  
Methionine Sulfoximine ◽  
Reaction Conditions ◽  
Biologically Relevant ◽  
Arylboronic Acids ◽  
Mild Conditions ◽  
Short Span ◽  
Sterically Hindered ◽  
First Time

N-Arylation of sulfoximines with different arylboronic acids, including sterically hindered boronic acids, is achieved using copper(I) iodide and 4-DMAP at room temperature. Moreover, N-arylation of biologically relevant l-methionine sulfoximine is demonstrated for the first time. All these reactions provided the desired products in excellent yields within a short span of time. The optimized reaction conditions are well suited to the task of N-vinylation of sulfoximine with trans-2-phenylvinylboronic acid.

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