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.

Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction

2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja
Keyword(s):  
Efficient Method ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.

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 Microwave Assisted Three Component Reaction Conditions to Obtain New Thiazolidinones with Different Heterocyclic Skeletons

Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 38
Author(s):  
Fernando J. Lorenzo ◽  
Romina A. Ocampo ◽  
Sandra D. Mandolesi
Keyword(s):  
Microwave Irradiation ◽  
Thioglycolic Acid ◽  
Aldehyde Group ◽  
Green Solvent ◽  
Reaction Products ◽  
Reaction Conditions ◽  
One Pot ◽  
Microwave Assisted ◽  
Three Component Reaction ◽  
The One

We present here a new proposal for the “one pot” generation of new 4-thiazolidinones (9a–e) through a multicomponent reaction under microwave irradiation conditions, using aromatic and heteroaromatic amines (8a–e), absolute ethanol as a “green” solvent and modifying the aldehyde group in the glycosidic residue, synthesized from D-mannitol. The study is focused in the variation of the irradiation times and the concentration of thioglycolic acid in order to study the possibility of controlling the structure and/or stereochemistry of the products formed in the reaction. Thiazolidinones 9a–d were obtained with a 69–82% The generation of the corresponding reaction products were monitored by TLC and CG-MS, taking reaction aliquots. The conditions reaction proved to be chemoselective depending on the excess of acid and irradiation times.

scholarly journals Nano-ZnO Catalyzed Multicomponent One-Pot Synthesis of Novel Spiro(indoline-pyranodioxine) Derivatives

2014 ◽  
Vol 2014 ◽  
pp. 1-10 ◽  
Author(s):  
Harshita Sachdeva ◽  
Rekha Saroj ◽  
Diksha Dwivedi
Keyword(s):  
Microwave Irradiation ◽  
Environmentally Benign ◽  
Conventional Heating ◽  
Reusable Catalyst ◽  
Zno Nanoparticle ◽  
Reaction Conditions ◽  
One Pot ◽  
Apparent Loss ◽  
Synthetic Procedure ◽  
Three Component Reaction

A simple catalytic protocol for the synthesis of novel spiro[indoline-pyranodioxine] derivatives has been developed using ZnO nanoparticle as an efficient, green, and reusable catalyst. The derivatives are obtained in moderate to excellent yield by one-pot three-component reaction of an isatin, malononitrile/ethylcyanoacetate, and 2,2-dimethyl-1,3-dioxane-4,6-dione in absolute ethanol under conventional heating and microwave irradiation. The catalyst was recovered by filtration from the reaction mixture and reused during five consecutive runs without any apparent loss of activity for the same reaction. The mild reaction conditions and recyclability of the catalyst make it environmentally benign synthetic procedure.

scholarly journals Silver-catalyzed synthesis of β-fluorovinylphosphonates by phosphonofluorination of aromatic alkynes

2020 ◽  
Vol 16 ◽  
pp. 3086-3092
Author(s):  
Yajing Zhang ◽  
Qingshan Tian ◽  
Guozhu Zhang ◽  
Dayong Zhang
Keyword(s):  
Fluorine Atom ◽  
Functional Group ◽  
Diethyl Phosphite ◽  
Reaction Conditions ◽  
One Pot ◽  
Efficient Access ◽  
Three Component Reaction ◽  
Internal Alkynes ◽  
The One ◽  
Oxidative Generation

A silver-catalyzed three-component reaction involving alkynes, Selectfluor®, and diethyl phosphite was employed for the one-pot formation of C(sp2)–F and C(sp2)–P bonds to provide an efficient access to β-fluorovinylphosphonates in a highly regio- and stereoselective manner under mild reaction conditions. This reaction is operationally simple and offers an excellent functional group tolerance as well as a broad substrate scope that includes both terminal and internal alkynes. The reaction proceeded through the oxidative generation of a P-centered radical and subsequent fluorine atom transfer.

CuO Nanoparticles: A Mild and Efficient Reusable Catalyst for the One-Pot Synthesis of 4-amino-5-pyrimidinecarbonitriles under Aqueous Conditions

2012 ◽  
Vol 326-328 ◽  
pp. 372-376
Author(s):  
Seyed Javad Ahmadi ◽  
Sodeh Sadjadi ◽  
Morteza Hosseinpour
Keyword(s):  
Efficient Method ◽  
Reaction Times ◽  
Cuo Nanoparticles ◽  
Reusable Catalyst ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
The One ◽  
Aqueous Conditions

An efficient method for the synthesis of 4-amino-5-pyrimidinecarbonitriles by three-component reaction of malononitrile, aldehydes and N-unsubstituted amidines, under aqueous conditions, using CuO nanoparticles as catalyst is reported. The protocol offers advantages in terms of higher yields, short reaction times, and mild reaction conditions, with reusability of the catalyst.

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%).

A Green Approach to the Synthesis of Novel Indole Substituted 2-Amino- 4,5-dihydro-3-furancarbonitriles in Water

2019 ◽  
Vol 16 (3) ◽  
pp. 209-214
Author(s):  
Pannala Padmaja ◽  
Pedavenkatagari Narayana Reddy ◽  
Bijaya Ketan Sahoo
Keyword(s):  
Sodium Borohydride ◽  
Room Temperature ◽  
Efficient Synthesis ◽  
One Pot ◽  
Catalyst Free ◽  
Green Approach ◽  
Three Component Reaction ◽  
Wide Range ◽  
Synthetic Utility ◽  
Synthetic Intermediates

2-Amino-4,5-dihydro-3-furancarbonitriles (ADFCs) have attracted much attention due to their utility as valuable synthetic intermediates for the preparation of a series of acyclic and cyclic organic compounds. On the other hand, indoles substituted with furans are highly interesting compounds displaying a wide range of biological and pharmaceutical activities. However, to the best of our knowledge, indole substituted 2-amino-4,5-dihydro-3-furancarbonitriles have not been previously reported. A new and efficient synthesis of indole substituted 2-amino-4,5-dihydro-3-furancarbonitriles has been developed in two steps using water as a solvent. The first step of the sequence involves threecomponent reaction of phenylglyoxals, indoles and malononitrile under aqueous and catalyst-free conditions for the synthesis of indole substituted β,β-dicyanoketones. Reduction of the obtained β,β- dicyanoketones with sodium borohydride in water at room temperature afforded the indole substituted 2-amino-4,5-dihydro-3-furancarbonitriles in good yields. Several substituted phenylglyooxals were reacted smoothly with indole or 2-methylindole and malononitrile to give the corresponding indole substituted β,β-dicyanoketones in good yields. Treatment of the obtained β,β-dicyanoketones with sodium borohydride in water furnished exclusively the indole substituted 2-amino-4,5-dihydro-3- furancarbonitriles in good yields. We have developed an efficient straightforward access to indole substituted β,β-dicyanoketones by one-pot three-component reaction of phenylglyoxals, indoles and malononitrile. The synthetic utility of obtained indole substituted β,β-dicyanoketones has been outlined by the preparation of indole substituted 2-amino-4,5-dihydro-3-furancarbonitriles. The advantage of catalyst-free, atom-economical and environmental benignity render it promising methods for preparation of indole substituted 2-amino-4,5-dihydro-3-furancarbonitriles.

scholarly journals Rapid and catalyst free synthesis of new bis(benzo[g]chromene) and bis(pyrano[3,2-c]chromene) derivatives and optimization of reaction conditions using response surface methodology

RSC Advances ◽  
2019 ◽  
Vol 9 (67) ◽  
pp. 39466-39474
Author(s):  
Fahimeh Sadat Hosseini ◽  
Mohammad Bayat ◽  
Milad Afsharnezhad
Keyword(s):  
Response Surface Methodology ◽  
Optical Properties ◽  
Liquid Crystals ◽  
Response Surface ◽  
Building Blocks ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis

One-pot synthesis of C2-symmetric chromene derivatives, which serve as building blocks to prepare liquid crystals with potential electrical or optical properties.

Two Efficient One-Pot Approaches for Regioselective Synthesis of New 3-Arylpyridazino[4,3-c]quinolin-5(6H)-ones

2015 ◽  
Vol 68 (10) ◽  
pp. 1529 ◽  
Author(s):  
Mehdi Rimaz
Keyword(s):  
Hydrazine Hydrate ◽  
Regioselective Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
The One ◽  
High Yields ◽  
Arylglyoxal Monohydrates ◽  
Operational Simplicity

Two efficient regioselective approaches for the one-pot synthesis of 3-arylpyridazino[4,3-c]quinolin-5(6H)-one derivatives are reported, by the three-component reaction of arylglyoxal monohydrates, quinoline-2,4-diol, and hydrazinium dihydrochloride or hydrazine hydrate in ethanol and pyridine. In ethanol, the reactions were catalyzed by 1,4-diazobicyclo[2,2,2]octane. The features of both procedures are high regioselectivity, mild reaction conditions, good to high yields, and operational simplicity.

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