Cleavage of C=N derivatives and Oxidation of Thiols in Water under Neutral Conditions with 1,4-dichloro-1,4-diazoniabicyclo[2,2,2]octane bischloride

2007 ◽  
Vol 2007 (8) ◽  
pp. 486-489 ◽  
Author(s):  
Mahmood Tajbakhsh ◽  
Setareh Habibzadeh
Keyword(s):  
Carbonyl Compounds ◽  
High Yield ◽  
Reaction Conditions ◽  
Neutral Conditions

1,4-Diazabicyclo[2,2,2]octane (DABCO) is easily chlorinated and gives a complex which efficiently converts aliphatic and aromatic oximes, phenylhydrazones and semicarbazones to their corresponding carbonyl compounds in water at 50°C in high yield. This reagent can also be used for conversion of thiols to their compounding disulfide under the same reaction conditions. DABCO is quantitatively recovered which can be rechlorinated and reused several times.

scholarly journals Microwave-Induced Montmorillonite-Mediated Facile Synthesis of Enamines

2019 ◽  
Vol 32 (2) ◽  
pp. 249-254
Author(s):  
Ram Naresh Yadav ◽  
Indrani Banik ◽  
Ashok Kumar Srivastava ◽  
Katherine Ramos ◽  
Bimal Krishna Banik
Keyword(s):  
Reaction Time ◽  
Carbonyl Compounds ◽  
Montmorillonite Clay ◽  
Secondary Amines ◽  
High Yield ◽  
Facile Synthesis ◽  
Reaction Conditions ◽  
Short Reaction Time ◽  
Cyclic Amines

Montmorillonite clay-mediated simple and high yielding protocol for the synthesis of various enamines with secondary amines and ketones is developed under microwave condition. This protocol is very convenient to accesses the enamines from cyclic amines with various carbonyl compounds in high yield under mild reaction conditions with short reaction time.

Gold Catalyzed Hydroamination of Propargylic Alcohols: Controlling Divergent Reaction Pathways to Access 1,3-Aminoalcohols, 3-Hydroxyketones or 3-Aminoketones

2018 ◽  
Author(s):  
Victor Laserna ◽  
Tom Sheppard
Keyword(s):  
Gold Catalysis ◽  
Reaction Pathways ◽  
High Yield ◽  
Reaction Conditions ◽  
Propargylic Alcohols ◽  
Catalytic Quantity ◽  
Selective Formation ◽  
General Method

A versatile approach to the valorization of propargylic alcohols is reported, enabling controlled access to three different products from the same starting materials. Firstly, a general method for the hydroamination of propargylic alcohols with anilines is described using gold catalysis to give 3-hydroxy imines with complete regioselectivity. These 3-hydroxyimines can be reduced to give 1,3-aminoalcohols with high syn seletivity. Alternatively, by using a catalytic quantity of aniline, 3-hydroxyketones can be obtained in high yield directly from propargylic alcohols. Further manipulation of the reaction conditions enables the selective formation of 3-aminoketones via a rearrangement/hydroamination pathway.<br>

Addition of Tetrachloromethane to 1,5-Hexadiene

1992 ◽  
Vol 57 (2) ◽  
pp. 393-396 ◽  
Author(s):  
Martin Kotora ◽  
Milan Hájek
Keyword(s):  
Palladium Catalyst ◽  
Adduct Formation ◽  
High Yield ◽  
Reaction Conditions ◽  
Dibenzoyl Peroxide

The 2 : 1 adduct as the final product of the addition of tetrachloromethane to 1,5-hexadiene catalyzed by copper(I)-butylamine complex was obtained in high yield (96%) under mild reaction conditions. Predominant 1 : 1 adduct formation was observed in the presence of a palladium catalyst or dibenzoyl peroxide initiator.

Chemoselective Double Michael Addition: Synthesis of 2,6-Diarylspiro[Cyclohexane-1,3′-Indoline]-2′,4-Diones via Addition of Indolin-2-One to Divinyl Ketones

2017 ◽  
Vol 41 (3) ◽  
pp. 168-171 ◽  
Author(s):  
Zheng Li ◽  
Jiasheng Li ◽  
Jingya Yang
Keyword(s):  
Michael Addition ◽  
High Yield ◽  
Reaction Conditions ◽  
Michael Additions

Seventeen examples of 2,6-diarylspiro[cyclohexane-1,3′-indoline]-2′4-diones were efficiently prepared by the Cs2CO3-catalysed chemoselective double Michael additions of indolin-2-one to divinyl ketones. This method has the advantage of high chemoselectivity, mild reaction conditions, high yield and atom- and step-economy.

Regiospecific preparation of 10-allyl-1-ketoquinolizidine and an unexpected disproportionation during its Wolff–Kischner reduction

1979 ◽  
Vol 57 (16) ◽  
pp. 2114-2117 ◽  
Author(s):  
John M. McIntosh
Keyword(s):  
Ring System ◽  
Sigmatropic Rearrangement ◽  
High Yield ◽  
Reaction Conditions ◽  
Fused Ring ◽  
Fused Ring System

Regiospecific formation of 10-allyl-1-ketoquinolizidine (7) is achieved in high yield by a [2.3] sigmatropic rearrangement of N-allyl-1-ketoquinolizidinium bromide (6). Wolff–Kischner reduction of 7 affords 10-allylquinolizidine (8) contaminated by the 10-propyl and 10-ethynyl analogs in amounts which depend on the reaction conditions. The carbon-13 spectrum of 8 indicates a trans-fused ring system with an axial substituent at C-10.

Novel Ceric Ammonium Nitrate-Stabilized Maghemite Nanoparticles (CAN-γ-Fe2O3) for Ultrasound Assisted Synthesis of β-Amino Derivatives

2021 ◽  
Author(s):  
Anurag Kumar ◽  
Yifat Harel ◽  
Jean-paul Lellouche ◽  
Suman L. Jain
Keyword(s):  
Carbonyl Compounds ◽  
Addition Reaction ◽  
Ceric Ammonium Nitrate ◽  
Reusable Catalyst ◽  
Maghemite Nanoparticles ◽  
Reaction Conditions ◽  
Recyclable Catalysts ◽  
Nucleophilic Addition Reaction ◽  
Amino Derivatives ◽  
Positively Charged

Abstract Owing to their inherent features like smaller size and higher surface area exposed to reactants, nanoparticles have gained enormous interest and are extensively used as magnetically recyclable catalysts for various organic reactions. Herein, we report highly hydrophilic, non-aggregated, and strongly positively charged (ζ potential: +45.7 mV) ultra-small cerium cations/complexes- stabilized maghemite nanoparticles in water as an efficient and reusable nanoscaled magnetically active catalyst for the nucleophilic addition reaction of various amines with α,β-unsaturated carbonyl compounds to give corresponding β-amino derivatives under ultrasonic irradiation. The developed protocol provides several merits such as high product yields, mild reaction conditions, reusable catalyst and easy workup.

Zur Chemie des Bis(methylsulfonyl)-amins (Dimesylamins), V [1] N-Chlorsulfonyl-methansulfonamid: Ein Produkt der Reaktion von Tetramethylsilan mit Imido-bis(schwefelsäurechlorid) / Investigations on Bis(methylsulphonyl)-amine (Dimesylamine), V [1] N-Chlorosulphonyl-methanesulphonamide: A Reaction Product from Tetramethylsilane and Imido-bis(sulphuryl chloride)

1983 ◽  
Vol 38 (6) ◽  
pp. 793-794 ◽  
Author(s):  
Armand Blaschette ◽  
Gerlinde Seurig
Keyword(s):  
High Yield ◽  
Reaction Conditions ◽  
Product Mixture ◽  
Moisture Sensitive ◽  
Hydrolysis Of ◽  
Complex Manner

AbstractTetramethylsilane reacts with HN(SO2Cl)2 (1) in a complex manner, the nature of the product mixture depending strongly on the reaction conditions. Refluxing 1 with TMS in excess, using CH2Cl2 as a diluent, affords in high yield the new compound HN(SO2Cl)(SO2Me) (2) according to eq. (3). Hydrolysis of the crystal-line, moisture sensitive compound 2 is described by eq. (4).

scholarly journals Catalytic Activity of High-Surface-Area Amorphous MgO Obtained from Upsalite

Catalysts ◽  
2021 ◽  
Vol 11 (11) ◽  
pp. 1338
Author(s):  
Marek Gliński ◽  
Ewa M. Iwanek (nee Wilczkowska) ◽  
Urszula Ulkowska ◽  
Agnieszka Czajka ◽  
Zbigniew Kaszkur
Keyword(s):  
Surface Area ◽  
Carbonyl Compounds ◽  
Main Product ◽  
High Surface ◽  
High Surface Area ◽  
Hydrogenation Reaction ◽  
Transfer Hydrogenation ◽  
Reaction Conditions ◽  
Synthesis Conditions ◽  
Transfer Hydrogenation Reaction

The first aim of the research was to synthesize a pure Upsalite, which is an amorphous form of MgCO3, by modifying a procedure described in the literature, so that it would be the precursor of a high-surface, amorphous magnesium oxide. The results indicate that within the studied reaction conditions, the type of alcohol used as the reactant has the most pronounced effect on the yield of reaction. From the two alcohols that led to the highest yield of Upsalite, methanol gave a substantially larger surface area (794 vs. 191 m2 g−1). The optimized synthesis conditions of Upsalite were used to obtain MgO via thermolysis, whose activity in the transfer hydrogenation reaction (THR) from ethanol, 2-propanol and 2-pentanol to various carbonyl compounds was determined. The optimal conditions for the thermolysis were as follows: vacuum, T = 673 K as the final temperature, and a heating rate of 2 deg min−1. The high-surface, amorphous magnesia (SBET = 488 m2 g−1) was found to be a very selective catalyst to 4-t-butylcyclohexanone in THR, which led to a diastereoselectivity of over 94% to the E-isomer of 4-t-butylcyclohexanol for more than 3 h, with conversions of up to 97% with either 2-propanol or 2-pentanol as the hydrogen donor. In the case of acrolein and 2-n-propylacrolein being used as the hydrogen acceptors, the unsaturated alcohol (UOL) was the main product of the reaction, with higher UOL yields noted for ethanol than 2-propanol.

An efficient multicomponent, one-pot synthesis of Betti bases catalyzed by cerium (IV) ammonium nitrate (CAN) at ambient temperature

2016 ◽  
Vol 5 (4) ◽  
Author(s):  
Ramadan Ahmed Mekheimer ◽  
Abdullah Mohamed Asiri ◽  
Afaf Mohamed Abdel Hameed ◽  
Reham R. Awed ◽  
Kamal Usef Sadek
Keyword(s):  
Ambient Temperature ◽  
Environmental Pollution ◽  
Ammonium Nitrate ◽  
Room Temperature ◽  
Catalytic Amount ◽  
High Yield ◽  
Reaction Conditions ◽  
One Pot ◽  
Work Up ◽  
Cerium Iv Ammonium Nitrate

AbstractStarting from readily available 2-naphthol, aldehydes, aryl and alkylamines, a variety of Betti bases were efficiently synthesized utilizing a catalytic amount of cerium (IV) ammonium nitrate (CAN) at room temperature. This protocol has advantages of high yield, mild reaction conditions, no environmental pollution, diversity of reactants and simple work up procedure.

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