scholarly journals Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione

2013 ◽  
Vol 9 ◽  
pp. 8-14 ◽  
Author(s):  
Yan Sun ◽  
Jing Sun ◽  
Chao-Guo Yan
Keyword(s):  
Acetic Acid ◽  
Reaction Mechanism ◽  
Room Temperature ◽  
The Other ◽  
Other Hand ◽  
Three Component Reaction ◽  
High Yields

A fast and convenient protocol for the synthesis of novel spiro[dihydropyridine-oxindole] derivatives in satisfactory yields was developed by the three-component reactions of arylamine, isatin and cyclopentane-1,3-dione in acetic acid at room temperature. On the other hand the condensation of isatin with two equivalents of cyclopentane-1,3-dione gave 3,3-bis(2-hydroxy-5-oxo-cyclopent-1-enyl)oxindole in high yields. The reaction mechanism and substrate scope of this novel reaction is briefly discussed.

Hydrosilylation of alkenes and ketones catalyzed by nickel(II) indenyl complexes

2003 ◽  
Vol 81 (11) ◽  
pp. 1299-1306 ◽  
Author(s):  
Frédéric-Georges Fontaine ◽  
René-Viet Nguyen ◽  
Davit Zargarian
Keyword(s):  
Reaction Mechanism ◽  
Key Words ◽  
Room Temperature ◽  
Active Species ◽  
The Other ◽  
Silyl Ethers ◽  
Cationic Species ◽  
Catalytically Active ◽  
High Yields ◽  
Indenyl Complexes

Abstraction of Cl– from the complexes (indenyl)Ni(PPh3)Cl generates cationic species that are effective precatalysts for the hydrosilylation of some olefins and ketones. For instance, the mixture of (1-Me-indenyl)Ni(PPh3)Cl and NaBPh4 (or methylaluminoxane) reacts at room temperature with ca. 100 equiv. each of PhSiH3 and styrene to produce [1-phenyl-1-ethyl](phenyl)silane, PhCH(CH3)(SiPhH2), in 50%–80% yield. The same system can also catalyze the hydrosilylation of 1-hexene and norbornene, but the products arising from these substrates consist of mixtures of regio- and stereoisomers. On the other hand, ketone hydrosilylation is regiospecific, giving the corresponding silyl ethers in high yields. A number of experimental observations have indicated that the initially generated Ni-based cation is not the catalytically active species. Indeed, the cationic initiators may be replaced by LiAlH4 or AlMe3, which generate the corresponding Ni-H or Ni-Me derivatives, respectively. Moreover, the observed regioselectivity for the addition of PhSiH3 to styrene (i.e., predominant addition of the silyl fragment to the α-C) is opposite of what would be expected if the reaction mechanism involved carbocationic intermediates. A new mechanism is proposed in which the active species is a Ni-H species originating from the transfer of H– from PhSiH3 to the initially generated Ni cation. Key words: hydrosilylation, nickel indenyl complexes, cationic complexes, hydride intermediates.

Diversification of α–Ketoamides via Transamidation Reactions with Alkyl and Benzyl Amines at Room Temperature

2021 ◽  
Author(s):  
Shweta Singh ◽  
Sureshbabu Popuri ◽  
Qazi Mohammad Junaid ◽  
Sabiah Shahul Hameed ◽  
Jeyakumar Kandasamy
Keyword(s):  
Room Temperature ◽  
The Other ◽  
Alkyl Amines ◽  
Other Hand ◽  
Wide Range

A wide range of N-tosyl α–ketoamides underwent transamidation with various alkyl amines in the absence of catalyst, base, or additives. On the other hand, transamidation in N-Boc α–ketoamides is achieved...

scholarly journals A Facile Synthesis of Polysubstituted Pyrroles by One-Pot Three-Component Reaction

2012 ◽  
Vol 9 (4) ◽  
pp. 2239-2244 ◽  
Author(s):  
Hossein Anaraki-Ardakani ◽  
Maziar Noei ◽  
Mina Karbalaei-Harofteh ◽  
Shahab Zomorodbakhsh
Keyword(s):  
Room Temperature ◽  
Facile Synthesis ◽  
One Pot ◽  
Pyrrole Derivatives ◽  
Dialkyl Acetylenedicarboxylates ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields ◽  
Neutral Conditions

A new and efficient one-pot synthesis of polysubstituted pyrrole derivatives by three-component reaction between dialkyl acetylenedicarboxylates, triphenylphosphine, 2-aminopyridin derivatives in the presence of arylglyoxals is described. The reactions were performed in dichloromethane at room temperature and neutral conditions and afforded high yields of products.

scholarly journals Bifurcated synthesis of methylene-lactone- and methylene-lactam-fused spirolactams via electrophilic amide allylation of γ-phenylthio-functionalized γ-lactams

2020 ◽  
Vol 16 ◽  
pp. 2769-2775
Author(s):  
Tetsuya Sengoku ◽  
Koki Makino ◽  
Ayumi Iijima ◽  
Toshiyasu Inuzuka ◽  
Hidemi Yoda
Keyword(s):  
Hydroxy Group ◽  
The Other ◽  
Synthetic Methods ◽  
Other Hand ◽  
Acidic Conditions ◽  
High Yields

New synthetic methods for spirolactams bearing an α-methylene-γ-butyrolactone or its analogous methylene-lactam have been developed. The allylation of γ-phenylthio-functionalized γ-lactams with 2-(acetoxy)methyl acrylamides was accomplished by using 2.5 equivalents of NaH to give the corresponding adducts in excellent yields. The remaining phenylthio group was substituted with a hydroxy group by treatment with CuBr, and the resulting γ-hydroxyamides were cyclized under acidic conditions to afford the corresponding methylene-lactam-fused spirolactams in high yields. On the other hand, methylene-lactone-fused spirolactams could be delivered from the allyl adducts in high yields through a sequential N-Boc protection/desulfinative lactonization.

A Copper(I)-Mediated Tandem Three-Component Synthesis of 5-Allyl-1,2,3-triazoles

Synthesis ◽  
2019 ◽  
Vol 52 (05) ◽  
pp. 744-754
Author(s):  
Yoona Song ◽  
Soyun Lee ◽  
Palash Dutta ◽  
Jae-Sang Ryu
Keyword(s):  
Room Temperature ◽  
Reaction Conditions ◽  
One Pot ◽  
Three Component Reaction ◽  
High Yields

A copper(I)-mediated tandem three-component reaction using alkynes, azides, allyl iodides, CuI and NaNH2 is developed. The reactions proceed smoothly at room temperature to afford 5-allyl-1,2,3-triazoles, which can be further converted into 1,2,3-triazole-fused tricyclic scaffolds. This method features an efficient one-pot cascade route using commercial alkynes and affords the corresponding 5-allyl-1,2,3-triazoles with high yields and good selectivity under mild reaction conditions.

scholarly journals Efficient synthesis of pyrazolopyridines containing a chromane backbone through domino reaction

2019 ◽  
Vol 15 ◽  
pp. 874-880
Author(s):  
Razieh Navari ◽  
Saeed Balalaie ◽  
Saber Mehrparvar ◽  
Fatemeh Darvish ◽  
Frank Rominger ◽  
...  
Keyword(s):  
Room Temperature ◽  
High Selectivity ◽  
Domino Reaction ◽  
Primary Amines ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Reaction Conditions ◽  
Efficient Approach ◽  
Three Component Reaction ◽  
High Yields

An efficient approach for the synthesis of pyrazolopyridines containing the aminochromane motif through a base-catalyzed cyclization reaction is reported. The synthesis was carried out through a three-component reaction of (arylhydrazono)methyl-4H-chromen-4-one, malononitrile, primary amines in the presence of Et3N at room temperature. However, carrying out the reaction under the same conditions without base led to a fused chromanyl-cyanopyridine. High selectivity, high atom economy, and good to high yields in addition to mild reaction conditions are the advantages of this approach.

Synthesen von Heterocyclen, CCIV1 Reaktionen mit cyclischen Oxalylverbindungen, XIX2 Eine einfache Synthese von 5-Benzoyl-6-phenyl-1.3-dioxin-4-onen / Syntheses of Heterocycles, CCIV1 Reactions of Cyclic Oxalyl Compounds, XIX 2 A Simple Synthesis of 5 Benzoyl-6-phenyl-1,3-dioxin-4-ones

1977 ◽  
Vol 32 (6) ◽  
pp. 701-704 ◽  
Author(s):  
Gert Kollenz ◽  
Erich Ziegler ◽  
Walter Ott ◽  
Gert Kriwetz
Keyword(s):  
Acetic Acid ◽  
Methyl Ester ◽  
Acrylic Acid ◽  
Acid Methyl Ester ◽  
The Other ◽  
Simple Synthesis ◽  
Acid Methyl ◽  
Other Hand

4-Benzoyl-5-phenyl-2,3-dihydrofuran-2,3-dione (1) reacts with aldehydes or ketones via the acylketene-intermediate (2) yielding the 1,3-dioxin-4-ones (3). The aldehyde derivatives (3 a-e) can be converted into the anilino-chalcone (5) or the anilino acrylic acid (6) by treating with aniline at 20 °C. 6 and diazomethane combine to the acrylic acid methyl ester (7), which by heating (200 °C) is cyclisized to the quinolin-4-ole (8). On the other hand, the keto derivatives 3f-h and aniline give the dibenzoyl acetic acid anilide (9).

scholarly journals An Efficient Protocol for the Synthesis of O-Fluoroalkylisoureas through Copper-Catalysed, Three-Component Reaction of Cyan­amides, Fluoroalcohols and Diaryliodonium Triflates

SynOpen ◽  
2017 ◽  
Vol 01 (01) ◽  
pp. 0076-0083 ◽  
Author(s):  
Jihui Li ◽  
Weiguang Yu ◽  
Yifeng Hou ◽  
Wenxing Fu ◽  
Shuying Xu ◽  
...  
Keyword(s):  
Room Temperature ◽  
Three Component Reaction ◽  
High Yields

A copper-catalysed, three-component reaction involving cyan­amides, fluoroalcohols and diaryliodonium triflates is disclosed for the synthesis of O-fluoroalkylisoureas. Various O-fluoroalkylisoureas were obtained in good yields by using simple and readily available substrates. Moreover, C–H activation of O-fluoroalkylisoureas mediated by PhI(OAc)2 was established to obtain 2-fluoroalkoxybenzimidazoles in high yields at room temperature.

scholarly journals Protection of lead in an environment containing acetic acid vapour by using adsorbents and their characterization

2019 ◽  
Vol 7 (1) ◽  
Author(s):  
Sarka Msallamova ◽  
Milan Kouril ◽  
Kristyna Charlotte Strachotova ◽  
Jan Stoulil ◽  
Kateryna Popova ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Activated Carbon ◽  
The Other ◽  
Historical Documents ◽  
Atmospheric Conditions ◽  
Activated Alumina ◽  
Historical Museums ◽  
Lead Corrosion ◽  
Other Hand ◽  
Sorption Ability

Abstract Historical museums and depositories contain collections with a number of lead objects or historical documents with lead seals. Lead is a metal which has good corrosion resistance under atmospheric conditions. On the other hand, lead corrodes in an activity in an environment which contains volatile organic compounds (mainly acetic acid and formic acid). In a depository environment, sources of volatile compounds can be the historical documents themselves, wood, plastics (those made from cellulose acetate), polyvinyl acetate adhesives, varnishes, oil or emulsion paints, etc. The aim of this work was to compare the efficiency of commercial adsorbents (activated carbon, activated alumina, zeolite, and bentonite) in the acetic acid vapours. The lead corrosion rates were determined by using lead resistometric probes. Activated alumina and activated carbon were found to be the most effective adsorbents of acetic acid vapours. On the other hand, the available zeolite had the worst sorption ability compared with the other tested substances.

Letters to the Editor

PEDIATRICS ◽  
1973 ◽  
Vol 52 (2) ◽  
pp. 309-309
Author(s):  
C. Warren Bierman
Keyword(s):  
Room Temperature ◽  
Skin Testing ◽  
The Other ◽  
Letters To The Editor ◽  
Other Hand ◽  
Number Of Patients ◽  
Testing Solution

Dr. Bergner is quite correct in pointing out that skin testing with a freshly prepared penicillin solution will select out only about 30% of patients who are anaphylacticly sensitive to penicillin.1 On the other hand, the use of a sterile solution of benzylpenicillin diluted with alkaline buffered saline (pH 7.6) and permitted to stand at room temperature for at least two weeks appreciably increases the number of patients so detected.2 We would agree that the availability of a penicilloyl polylysine (PPL) testing solution and a stabilized minor determinent mixture (MDM) would greatly enhance the armamentarium of the clinician to detect anaphylactic sensitivity to penicillin.3

Sign in / Sign up

Export Citation Format

Share Document