Dimethyl Sulfoxide-Accelerated Reductive Deamination of Aromatic Amines with T-BuONO in Tetrahydrofuran

2018 ◽  
Vol 42 (11) ◽  
pp. 579-583
Author(s):  
Lu Fang ◽  
Liang Qi ◽  
Longfei Ye ◽  
Zhentao Pan ◽  
Wenjun Luo ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Efficient Method ◽  
Aromatic Amines ◽  
One Pot ◽  
Mild Conditions ◽  
Aryl Amines ◽  
Plausible Mechanism

An efficient method for the conversion of aryl amines into arenes by a one-pot reductive deamination has been achieved. It was found the reductive deamination using t-BuONO in tetrahydrofuran could be accelerated by dimethyl sulfoxide and provided the deamination products with good yields under mild conditions. A plausible mechanism is discussed.

UV-Light-Induced Dehydrogenative N-Acylation of Amines with 2-Nitrobenzaldehydes to Give 2-Aminobenzamides

Synthesis ◽  
2022 ◽  
Author(s):  
Dishu Zeng ◽  
Tianbao Yang ◽  
Niu Tang ◽  
Wei Deng ◽  
Jiannan Xiang ◽  
...  
Keyword(s):  
Amino Acid ◽  
Organic Synthesis ◽  
Efficient Method ◽  
Building Block ◽  
Room Temperature ◽  
Uv Light ◽  
Amino Acid Derivatives ◽  
One Pot ◽  
Plausible Mechanism ◽  
High Yields

A simple, mild, green and efficient method for the synthesis of 2-aminobenzamides was highly desired in organic synthesis. Herein, we developed an efficient, one-pot strategy for the synthesis of 2-aminobenzamides with high yields irradiated by UV light. 32 examples proceeded successfully by this photo-induced protocol. The yield reached up to 92%. The gram scale was also achieved easily. This building block could be applied in the preparation of quinazolinones derivatives. Amino acid derivatives could be employed smoothly at room temperature. Finally, a plausible mechanism was proposed.

scholarly journals One-pot three-component tandem annulation of 4-hydroxycoumarine with aldehyde and aromatic amines using graphene oxide as an efficient catalyst

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Rabindranath Singha ◽  
Aminul Islam ◽  
Pranab Ghosh
Keyword(s):  
Graphene Oxide ◽  
Catalytic Activity ◽  
Aromatic Amines ◽  
Significant Loss ◽  
Solvent Free ◽  
One Pot ◽  
Efficient Catalyst ◽  
New Class ◽  
Broad Scope ◽  
Plausible Mechanism

AbstractA convenient and efficient solvent-free, facile, one-pot three-component graphene oxide catalysed approach has been described for the synthesis of chromeno-[4,3-b]quinolin-6-one derivatives from 4-hydroxycoumarin with aldehydes and aromatic amines. Graphene oxide (GO) has proved to be a new class of heterogeneous carbocatalyst which could be easily recovered and reused up to 5th run without significant loss of its catalytic activity. A broad scope of substrate applicability is offered and a plausible mechanism is also suggested for this developed protocol.

A Highly Efficient Method for the Bromination of Alkenes, Alkynes and Ketones Using Dimethyl Sulfoxide and Oxalyl Bromide

Synthesis ◽  
2018 ◽  
Vol 50 (21) ◽  
pp. 4325-4335 ◽  
Author(s):  
Hongyu Tian ◽  
Baoguo Sun ◽  
Rui Ding ◽  
Jiaqi Li ◽  
Wenyi Jiao ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Efficient Method ◽  
Low Cost ◽  
Reaction Times ◽  
Attractive Alternative ◽  
Mild Conditions ◽  
Highly Efficient

The pairing of DMSO and oxalyl bromide is reported as a highly efficient brominating reagent for various alkenes, alkynes and ketones. This bromination approach demonstrates remarkable advantages, such as mild conditions, low cost, short reaction times, provides excellent yields in most cases and represents a very attractive alternative for the preparation of dibromides and α-bromoketones.

A Facile Approach to Catalyst-Free Cyanation and Azidation of ­Organic Compounds and a One-Pot Preparation of 5-Substituted 1H-Tetrazoles by Using a Dimethyl Sulfoxide–Nitric Acid Combination

Synlett ◽  
2019 ◽  
Vol 30 (20) ◽  
pp. 2290-2294
Author(s):  
Mohammad Ali Nasseri ◽  
Seyyedeh Ameneh Alavi ◽  
Boshra Mahmoudi ◽  
Milad Kazemnejadi
Keyword(s):  
Nitric Acid ◽  
Dimethyl Sulfoxide ◽  
Organic Compounds ◽  
Sodium Azide ◽  
Potassium Cyanide ◽  
Hydroxylamine Hydrochloride ◽  
One Pot ◽  
Mild Conditions ◽  
Tetrazole Derivatives

In this study, cyanations or azidations of imines were performed by using hydroxy(dimethyl)-λ4-sulfanecarbonitrile or azido(dimethyl)-λ4-sulfanol, respectively, prepared in situ by treatment of potassium cyanide or sodium azide with a dimethyl sulfoxide–nitric acid combination. Furthermore, a one-pot preparation of 5-substituted 1H-tetrazole derivatives was carried out by using this reagent combination in the presence of an aldehyde, hydroxylamine hydrochloride, and sodium azide under mild conditions.

Tin powder-promoted one-pot synthesis of 3-spiro-fused or 3,3′-disubstituted 2-oxindoles

2016 ◽  
Vol 14 (40) ◽  
pp. 9533-9542 ◽  
Author(s):  
Juanjuan Wang ◽  
Danfeng Huang ◽  
Ke-Hu Wang ◽  
Xiansha Peng ◽  
Yingpeng Su ◽  
...  
Keyword(s):  
Lewis Acid ◽  
Efficient Method ◽  
Aromatic Amines ◽  
Catalytic Amount ◽  
One Pot ◽  
One Pot Synthesis ◽  
Acrylic Ester

A convenient and efficient method for the constructions of 3-spirooxindole derivatives or 3,3′-disubstituted oxindoles has been developed from one-pot reactions of isatins, hydrazides or aromatic amines, 2-(bromomethyl)acrylic ester in the presence of a catalytic amount of Brønsted or Lewis acid promoted by tin powder instead of toxic stannanes.

Synthesis of Symmetrical P1,P2-Dinucleoside Diphosphates with Pyrimidine Bases

2014 ◽  
Vol 1023 ◽  
pp. 83-86
Author(s):  
Jian Sun ◽  
Shan Shan Gong ◽  
Qi Sun
Keyword(s):  
Efficient Method ◽  
One Pot ◽  
Mild Conditions ◽  
One Pot Synthesis ◽  
Pyrimidine Bases

Treatment of nucleoside phosphoropiperidates with 0.5 equiv of water in the presence of 4,5-dicyanoimidazole (DCI) provides an efficient method for one-pot synthesis of symmetrical P1,P2-dipyrimidine-nucleoside diphosphates under mild conditions.

scholarly journals An Efficient Hydration and Tandem Transfer Hydrogenation of Alkynes for the Synthesis of Alcohol in Water

Synthesis ◽  
2020 ◽  
Vol 52 (22) ◽  
pp. 3439-3445
Author(s):  
Lu Ouyang ◽  
Renshi Luo ◽  
Nianhua Luo ◽  
Yuhong Zhong ◽  
Ji-Tian Liu
Keyword(s):  
Catalytic Activity ◽  
Formic Acid ◽  
Efficient Method ◽  
Transfer Hydrogenation ◽  
High Catalytic Activity ◽  
Turnover Frequency ◽  
One Pot ◽  
Mild Conditions ◽  
Tandem Process ◽  
Metal Ligand

A practical and efficient method for the synthesis of alcohols in one pot from readily available alkynes via a tandem process by formic acid promoted hydration and metal-ligand bifunctional iridium-catalyzed­ transfer hydrogenation under mild conditions has been described. This transformation is simple, efficient, and can be performed with a variety of alkynes in good yields and with excellent stereoselectivities. Experimental results showed high catalytic activity, and turnover frequency (TOF) up to 25000. Importantly, this transformation can be conducted in water, and is thus green and environmentally friendly.

scholarly journals One-Pot Access to 2-Aryl-3-(arylmethyl)chromones

Synthesis ◽  
2019 ◽  
Vol 52 (06) ◽  
pp. 861-872
Author(s):  
Meng-Yang Chang ◽  
Kuan-Ting Chen ◽  
Yu-Lin Tsai ◽  
Han-Yu Chen
Keyword(s):  
Sodium Hydroxide ◽  
Aldol Condensation ◽  
One Pot ◽  
Mild Conditions ◽  
Efficient Transformation ◽  
Plausible Mechanism

Sodium hydroxide controlled intermolecular double aldol condensation of o-hydroxyacetophenones with 2 equivalents of aryl­aldehydes provides 2-aryl-3-(arylmethyl)chromones (a chimera of flavone and homoisoflavanone) in MeOH at 50 °C under mild conditions. The uses of various bases and solvents are investigated for one-pot facile and efficient transformation. A plausible mechanism is proposed.

scholarly journals K2CO3/Al2O3: An Efficient and Recyclable Catalyst for One-Pot, Three Components Synthesis of α-Aminophosphonates and Bioactivity Evaluation

2019 ◽  
Vol 31 (10) ◽  
pp. 2383-2388 ◽  
Keyword(s):  
Antioxidant Activity ◽  
Efficient Method ◽  
Aromatic Amines ◽  
31P Nmr ◽  
Biologically Active ◽  
One Pot ◽  
Dimethyl Phosphite ◽  
Solvent Free Conditions ◽  
13C And 31P Nmr ◽  
Al2o3 Catalyst

A simple and efficient method has been employed for synthesis of a novel series of biologically active α-aminophosphonates (4a-j) by reacting 1H-benzo[d]imidazole-2-carbaldehyde (1) and various aromatic amines (2a-j) and diethyl/dimethyl phosphite (3) by Kabachnik-Field's reaction in the presence of efficient heterogeneous K2CO3/Al2O3 catalyst under solvent-free conditions at 140 ºC. Structures of all the compounds were confirmed by 1H, 13C and 31P NMR and LC-MS. In addition to this antioxidant activity were also evaluated.

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