DABCO-Catalyzed α-Regio- and Diastereoselective (3+2) Cycloadditions of Nitrone Ylides from Isatins and Activated Alkenes

Synthesis ◽  
2020 ◽  
Vol 52 (23) ◽  
pp. 3632-3639
Author(s):  
Zhen Wang ◽  
Weijun Yao ◽  
Xiangsheng Cheng ◽  
Weihong Fei ◽  
Zihao Luo ◽  
...  
Keyword(s):  
Efficient Catalyst ◽  
Rapid Access ◽  
Three Component Reaction ◽  
Wide Range

α-Regio- and diastereoselective (3+2) cycloadditions of nitrone ylides derived from isatins with activated alkenes have been demonstrated. This mild protocol allows rapid access to a wide range of 3′,5′-diaryl-1′-hydroxy-2-oxospiro[indoline-3,2′-pyrrolidine] derivatives by using DABCO as an efficient catalyst. This method could also be carried out through three-component reaction efficiently in good yields and excellent diastereoselectivity.

Visible-light-induced remote C(sp3)-H sulfonylvinylation: assembly of cyanoalkylated vinyl sulfones

2021 ◽  
Author(s):  
Ping Bao ◽  
Feiyan Yu ◽  
Fu-Sheng He ◽  
Zhimei Tang ◽  
Wei-Ping Deng ◽  
...  
Keyword(s):  
Visible Light ◽  
Rapid Access ◽  
Three Component Reaction ◽  
Propargyl Alcohols

A photoinduced sulfonylvinylation of unactivated C(sp3)-H bond through a three-component reaction of propargyl alcohols, potassium metabisulfite and cycloketone oxime esters is developed. This approach enables rapid access to cyanoalkylated vinyl...

ChemInform Abstract: A Three-Component Reaction for Rapid Access to Underexplored 1,3-Thiazine-2-thiones.

ChemInform ◽  
2015 ◽  
Vol 46 (46) ◽  
pp. no-no
Author(s):  
Denis Kroeger ◽  
Fabian Brockmeyer ◽  
Christoph Kahrs
Keyword(s):  
Rapid Access ◽  
Three Component Reaction

Sulfated Tin Oxide: A Convenient Heterogeneous Catalyst for the Synthesis of 4-Arylmethylidene-3-substituted-isoxazol-5(4H)-ones

2021 ◽  
Vol 18 ◽  
Author(s):  
Nitishkumar S. Kaminwar ◽  
Sunil U. Tekale ◽  
Srinivas L. Nakkalwar ◽  
Rajendra P. Pawar
Keyword(s):  
Heterogeneous Catalyst ◽  
Tin Oxide ◽  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Hydroxylamine Hydrochloride ◽  
One Pot ◽  
Easy Method ◽  
Three Component Reaction ◽  
Wide Range ◽  
The One

: Synthesis of isoxazole structural heterocyclic compounds is important due to their wide range of biological activities. In the present article, we report a convenient and easy method for the synthesis of 4-arylmethylidene-3-substituted-isoxazol-5(4H)-ones by the one-pot three-component reaction of aldehydes, β-keto ester, and hydroxylamine hydrochloride cat-alyzed by sulfated tin oxide as a heterogeneous catalyst.

scholarly journals A novel three-component reaction between isocyanides, alcohols or thiols and elemental sulfur: a mild, catalyst-free approach towards O-thiocarbamates and dithiocarbamates

2019 ◽  
Vol 15 ◽  
pp. 1523-1533 ◽  
Author(s):  
András György Németh ◽  
György Miklós Keserű ◽  
Péter Ábrányi-Balogh
Keyword(s):  
Elemental Sulfur ◽  
Building Blocks ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
Synthetic Procedure ◽  
Three Component Reaction ◽  
Wide Range ◽  
Organic Chemist ◽  
The One

A new multicomponent reaction has been developed between isocyanides, sulfur and alcohols or thiols under mild reaction conditions to afford O-thiocarbamates and dithiocarbamates in moderate to good yields. The one-pot reaction cascade involves the formation of an isothiocyanate intermediate, thus a catalyst-free synthesis of isothiocyanates, as valuable building blocks from isocyanides and sulfur is proposed, as well. The synthetic procedure suits the demand of a modern organic chemist, as it tolerates a wide range of functional groups, it is atom economic and easily scalable.

One-Pot Synthesis of Thiazolo[3,4-a]Quinoxalines from 1,2-Diamines, Aryl Isothiocyanates and Ethyl Bromopyruvate

2017 ◽  
Vol 41 (12) ◽  
pp. 712-714 ◽  
Author(s):  
Mohammad Piltan
Keyword(s):  
Chromatographic Separations ◽  
One Pot ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
Wide Range ◽  
Quinoxaline Derivatives ◽  
First Time ◽  
Aryl Isothiocyanates ◽  
Ethyl Bromopyruvate

Some hitherto unreported thiazolo[3,4- a]quinoxaline derivatives have been synthesised in excellent yields via a one-pot, three-component reaction of benzene-1,2-diamines, ethyl bromopyruvate and aryl isothiocyanates in MeCN, for the first time. The protocol avoids the use of any catalysts or chromatographic separations and provides a wide range of novel thiazolo[3,4- a]quinoxalines.

A Novel One‐Pot Three‐Component Reaction for Rapid Access of Arylidene 2‐Aminoimidazolone Derivatives

2019 ◽  
Vol 4 (5) ◽  
pp. 1753-1756 ◽  
Author(s):  
Aansa Hanif ◽  
Aniqa Sardar ◽  
Meshari Alazmi ◽  
Haniya Tariq ◽  
Abdul‐Hamid Emwas ◽  
...  
Keyword(s):  
One Pot ◽  
Rapid Access ◽  
Three Component Reaction

scholarly journals Microwave-assisted urea catalyzed Knoevenagel condensation of aldehydes with active methylene compounds

2020 ◽  
Vol 55 (2) ◽  
pp. 159-164
Author(s):  
WT Purba ◽  
PS Roy ◽  
S Jannat ◽  
SA Begum ◽  
MM Rahman
Keyword(s):  
Microwave Irradiation ◽  
Efficient Method ◽  
Knoevenagel Condensation ◽  
Efficient Catalyst ◽  
Microwave Assisted ◽  
Solvent Free Conditions ◽  
Wide Range ◽  
Active Methylene Compounds ◽  
Reaction Proceeds ◽  
Active Methylene

Rapid and efficient method for the synthesis of substituted olefins such as 2-(4-chlorophenylmethylene) malononitrile, 2-(4-hydroxyphenylmethylene) malononitrile and 2-cyano-3-(4-hydroxyphenyl) acrylamide etc under the influence of microwave irradiation are described. Urea has been utilized as an efficient catalyst for the Knoevenagel condensation of aldehydes with acidic active methylene compounds such as malononitrile, ethylcyanoacetate and cyanoacetamide to afford substituted olefins under the influence of microwave irradiation. The reaction proceeds smoothly under mild and solvent free conditions and the products are obtained in good yield. The method is applicable for a wide range of aldehydes including aromatic and heterocyclic substrates. Bangladesh J. Sci. Ind. Res.55(2), 159-164, 2020

CeCl3·7H2O as mild and efficient catalyst for the one-pot multicomponent synthesis of 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones

2011 ◽  
Vol 76 (4) ◽  
pp. 235-241 ◽  
Author(s):  
Li-Qiang Wu ◽  
Wei-Lin Li ◽  
Fu-Lin Yan
Keyword(s):  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
The One ◽  
High Yields ◽  
Work Up

A series of new 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones were synthesized via a three-component reaction of 3,4-methylenedioxyphenol, aromatic aldehydes and Meldrum’s acid in the presence of CeCl3·7H2O under solvent-free conditions. The method provided several advantages such as easy work-up, high yields and environmentally benign procedure.

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