Reaction Of Primary Amines Research Articles

ZnO-nanorods as the catalyst for the synthesis of 1,3-thiazole derivatives via multicomponent reactions.

Environmentally method for the synthesis of 1,3-thiazole has been achieved by multicomponent reactions of primary amines, isothiosyanates and alkyl bromides under solvent-free conditions using nanorod ZnO structures as catalyst. These reactions were not performed without catalyst. The catalyst showed significant reusable activity.

A convenient synthesis of 2-aminocyclohex-1-ene-1-carboxylic esters by FeCl3/SiO2 nanoparticles as robust and efficient catalyst

Abstract A simple and green method has been developed for the synthesis of 2-aminocyclohex-1-ene-1-carboxylic esters through a one-pot three-component condensation reaction of primary amines, ethyl acetoacetate and chalcones using FeCl3/SiO2 nanoparticles in ethanol. This method has several advantages such as high to excellent product yields in short time, using an inexpensive and reusable catalyst and available starting material.

A General and Facile One-Pot Synthesis of Napthoquinone-1,3-dithioles in Aqueous Medium

A general and facile one pot protocol for the preparation of napthoquinone-1,3-dithioles has been developed from the three-component reaction of primary amine, carbon disulfide and 2,3-dichloro-1,4-napthoquinone under aqueous conditions. Both aliphatic and aromatic primary amines were used to get the corresponding products in moderate to excellent yields. Moreover, this method is advantageous over reported methods.

Catalyst Free Synthesis of Pyridine-2,6-bis(2-bromo-propane-1,3-dione) and Pyrdine-2,6-bis(<i>N</i>-arylthiazoline-2-thiones)

We have described herein a catalyst-free preparation method of pyridine-2,6-bis(N-alkylthiazoline-2-thiones) (4a-i) by the reaction of primary amines, CS2, and pyridine-2,6-bis(2-bromo-1,3- dicarbonyl) derivatives (2a-c) in water. Also, we have described a catalyst free, green chemistry protocols to monobromination of pyridine-2,6-bis(2-bromo-1,3-dicarbonyl) derivatives with high yield, using NBS as a brominating agent, that led to eco-friendly isolation and purification proce-dures. Furthermore, we have studied the reactivity of pyridine-2,6-bis(2-bromo-1-methyl-pro- pane-1,3-dione) (2a) towards thiourea to afford 2,6-bis(5-benzoyl-2-aminothiazol-4-yl)pyridine (9).

Multinuclear NMR structural study of novel γ-iminophosphonate and phosphine oxide derivatives

We report for the first time the synthesis of γ-iminophosphonates and phosphine oxides from the acid-catalysed reaction of primary amines with γ-phosphonylketones. The full characterization of these compounds through their 1H, 31P, and 13C NMR spectra indicates that they are obtained as a mixture of Z and E isomers. An unambiguous method for the assignment of these configurations, based on the 13C chemical shifts of C2 carbon atoms in the α position with respect to the C=N double bond is used. The 31P chemical shifts are also of diagnostic importance in assigning the Z and E configurations. Indeed, the phosphorus atom is found to resonate at a slightly higher field in Z isomers.

ChemInform Abstract: Synthesis of Tertiary Propargylamines via a Rationally Designed Multicomponent Reaction of Primary Amines, Formaldehyde, Arylboronic Acids and Alkynes.

AbstractThe title reaction represents a combination of the Petasis borono‐Mannich reaction of aldehydes, amines as well as boronic acids to afford secondary amines, which in turn are used in the so called A3‐coupling with aldehydes and alkynes.

Mild and catalyst-free petasis/decarboxylative domino reaction: chemoselective synthesis of N-benzyl propargylamines.

Multicomponent domino reactions are attractive for assembling functionalized compounds. To this end, a one-pot catalyst-free chemoselective synthesis of N-benzyl propargylamines is reported with good functional group compatibility. This mild process involves in situ formation of an active amine through Petasis reaction of primary amines, formaldehyde solution, and boronic acids, which reacts with propiolic acids to give product in up to 94% yield via decarboxylative coupling reaction.

ChemInform Abstract: One‐Pot, Sequential Four‐Component Synthesis of Thiazepine Derivatives.

A one-pot, sequential, four-component procedure for the synthesis of thiazepines by the reaction of primary amines, 1,3-dicarbonyl compounds, aryl isothiocyanates, and chloroacetyl chloride at room temperature is described. Advantages of this protocol include ease of handling, regioselectivity, the absence of a metal catalyst, and moderate yields.

An efficient homogeneous gold(I) catalyst for N-alkylation of amines with alcohols by hydrogen autotransfer

A new and highly efficient homogeneous [Ph3PAuCl]/AgOTf catalytic system was developed in N-alkylation reaction of primary amines with alcohols through a hydrogen autotransfer process. This Au(I) catalytic system shows excellent selectivity for mono-alkylation of primary amines with benzyl alcohol under moderate temperature of 100 °C (only secondary amines as product). The possible mechanism of this hydrogen autotransfer reaction with the catalytic system was proposed.

ChemInform Abstract: Synthesis of 4‐Oxo‐2,5‐cyclopentadiene Using Multi‐Component Reactions of Primary Amines and Electron Deficient Acetylenic Compounds with Triphenylphosphine in Water.

Abstract7 Cyclopentadiene derivatives of type (IV) are prepared using a multicomponent reaction of primary amines and electron‐deficient acetylenic compounds with triphenylphosphine in water.

Ring Opening of N‐Sulfonyl Aziridines by Amines in Silica‐Water

AbstractRing opening reactions of N‐sulfonyl aziridines by primary and secondary amines in silica gel (SG)‐water system were achieved, which provided a mild, practical and environmentally benign method to synthesize mono‐ and bis‐sulfonyl substituted amines. When primary and secondary amines were used in excess, they reacted with N‐sulfonyl aziridines smoothly at room temperature, mainly affording 1:1 ring opening products. Reactions of primary amines with 2 equiv. of aziridines produced 2:1 ring opening products. Some 1:1 products can be cyclized with CS2 to synthesize N‐sulfonyl cyclothioureas also in water.

A Convenient Synthesis of 2-Imino-1,3-Thiazine-4-One Derivatives from the Reaction of Primary Amines and Phenyl Isothiocyanate in the Presence of Acryloyl Chloride

An efficient, one-pot and three-component synthesis of biologically important heterocyclic compounds is described from the reaction of primary amines and phenyl isothiocyanate in the presence of acryloyl chloride at room temperature without the need to use any catalyst.

Synthesis of Pyrroles and Thiazolanes Promoted by N-Methylimidazole in Water

A convenient and efficient approach to the synthesis of substituted pyrroles is reported based on three-component reaction of primary amines and alkyl propiolates in the presence of N-methyl­imidazole in water. A water-accelerated synthesis of thiazolane derivatives has also been established by employing the three-component reaction of primary amines, alkyl propiolates, and isothiocyanates in the presence of N-methylimidazole.

Thiol-ene coupling: An efficient tool for the synthesis of new biobased aliphatic amines for epoxy curing

Thiol-ene coupling interestingly allowed to synthesize reactive primary and multi-functional amines from renewable resources with high yield and in mild conditions. These syntheses were performed in two steps from triallyl pentaerythritol (PE-Al) by esterification of the hydroxyl function with a long or medium alkyl chain and thiol-ene coupling with the cysteamine hydrochloride on the allyl functions. The first step, the esterification allowed to fix a hydrophobic chain giving the water-insoluble characteristic to the future amine to increase the yield of the extraction after amination by thiol-ene reaction. The second step, the thiol-ene coupling was realized under UV initiation with excellent yields. The synthetized multifunctional amines were used as hardeners with different aromatic biobased epoxy matrix: the phloroglucinol tris epoxy (PGTE) and the diepoxydized cardanol (NC-514). A traditional petroleum-based epoxy matrix, bisphenol A diglycidyl ether (BAGDE), was also used for comparison and to precise the functionality of synthetized amines. Glass transition temperatures of each epoxy network are evaluated from 10 °C for the NC-514 networks to 100 °C for the PGTE networks and the thermal stability was also studied by thermogravimetric analysis.

ChemInform Abstract: Solvent‐Free Synthesis of Substituted Five Membered Heterocycles: One‐Pot Reaction of Primary Amine and Alkyl Propiolate or Isothiocyanate in the Presence of Oxalyl Chloride.

ChemInformVolume 45, Issue 28 Preparative Organic Chemistry ChemInform Abstract: Solvent-Free Synthesis of Substituted Five Membered Heterocycles: One-Pot Reaction of Primary Amine and Alkyl Propiolate or Isothiocyanate in the Presence of Oxalyl Chloride. Zinatossadat Hossaini, Zinatossadat Hossaini Dep. Chem., Islamic Azad Univ., Qaemshahr, IranSearch for more papers by this author Zinatossadat Hossaini, Zinatossadat Hossaini Dep. Chem., Islamic Azad Univ., Qaemshahr, IranSearch for more papers by this author First published: 26 June 2014 https://doi.org/10.1002/chin.201428044Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume45, Issue28July 15, 2014 RelatedInformation

ChemInform Abstract: An Expedient Approach for the Synthesis of 1‐Alkyl‐4‐propionylpyrrolidin‐2‐ones

Abstractusing a tandem addition‐cyclization reaction of primary amines with α‐functionalized propyl vinyl ketone (III)

A convenient solvent-free and one-pot synthesis of 4-hydroxythiazolidine-2-thiones

A highly efficient solvent-free and simple one-pot approach for the synthesis of 4-hydroxythiazolidine-2-thione is described. The reaction of primary amines and carbon disulfide in the presence of 2-chloroacetaldehyde afforded the title compounds in high yields.

One-Pot, Sequential Four-Component Synthesis of Thiazepine Derivatives

A one-pot, sequential, four-component procedure for the synthesis of thiazepines by the reaction of primary amines, 1,3-dicarbonyl compounds, aryl isothiocyanates, and chloroacetyl chloride at room temperature is described. Advantages of this protocol include ease of handling, regioselectivity, the absence of a metal catalyst, and moderate yields.

Synthesis of 4-oxo-2,5-cyclopentadiene Using Multi-component Reactions of Primary Amines and Electron Deficient Acetylenic Compounds with Triphenylphosphine in Water

7 Cyclopentadiene derivatives of type (IV) are prepared using a multicomponent reaction of primary amines and electron-deficient acetylenic compounds with triphenylphosphine in water.

One‐Pot Synthesis of 2‐Imino‐4‐(trifluoromethyl)thiazolidin‐4‐ol Derivatives in a Three‐Component Reaction: Application to Structurally Diverse Scaffolds of Biological Interest Through Subsequent Reactions

AbstractA highly efficient method for the synthesis of 2‐imino‐4‐(trifluoromethyl)thiazolidin‐4‐ol derivatives has been achieved by the one‐pot, three‐component reactions of primary amines, aryl isothiocyanates, and 3‐bromo‐1,1,1‐trifluoropropanone. The reactions go via symmetrical and unsymmetrical thiourea intermediates. Subsequent reactions of the products allow the synthesis of various scaffolds, including isoxazoles, triazoles, and propargylamine derivatives.