846-22-0

Upstream product

• 13669-05-1 1,4-bis(thiophen-2-yl)butane-1,4-dione 
• 100-46-9 benzylamine 
• 4298-52-6 2-ethynyl-thiophene 
• 62-53-3 aniline 
• 13196-35-5 3-(dimethylamino)-1-(thiophen-2-yl)propan-1-one 
• 98-03-3 thiophene-2-carbaldehyde 

Relevant academic research and scientific papers

Copper(II)-Promoted, One-Pot Conversion of 1-Alkynes with Anhydrides or Primary Amines to the Respective 2,5-Disubstituted Furans or Pyrroles under Microwave Irradiation Conditions

Furans and pyrroles are prepared from 1-alkynes by using a Cu(II)-promoted, one-pot, microwave irradiation method. Glaser coupling of 1-alkynes and cyclization of the resulting 1,3-diyne in the presence of an anhydride or a primary amine results in the formation of the respective 2,5-diaryl- or 2,5-dialkyl-substituted furans and pyrroles.

A general approach to arylated furans, pyrroles, and thiophenes

A general and practical synthetic method for aryl-substituted five-membered heterocycles has been developed. In the presence of KOH (30%), 1,4-diaryl-1,3-butadiynes undergo the cyclocondensation reaction with water, primary amines, and Na2S·9H2O in DMSO at 80 °C to afford 2,5-diarylfurans, 1,2,5-trisubstituted pyrroles, and 2,5-diarylthiophenes in good to high yields. Further studies have disclosed that aryl-substituted five-membered heterocycles can be also synthesized by a one-pot, two-step strategy from the terminal alkynes in DMSO firstly catalyzed by CuCl, and then via addition of KOH to promote the cyclocondensation of 1,3-butadiynes generated in situ.

Strong π-delocalization and substitution effect on electronic properties of dithienylpyrrole-containing bipyridine ligands and corresponding ruthenium complexes

The first dithienylpyrrole (DTP)-based bipyridine ligands has been prepared and coordinated with ruthenium to give the corresponding homoleptic complexes. Bipyridine was bound at pyrrole (DTP1) or thiophene (DTP2) ring. A strong bath

An efficient procedure for the synthesis of polysubstituted pyrroles in an ionic liquid

The ionic liquid 1-butyl-3-methyl-imidazolium hydrogen sulfate, [bmim]HSO4, was used as a catalyst and reaction medium for the pyrrole synthesis, and a wide range of aliphatic, aromatic, heteroaromatic and carboxylic 1,4-diketones easily underwent condensations with aniline and ethylenediamine to form polysubstituted pyrroles. Sequential decarboxylation/Paal-Knorr pyrrole condensation was observed, which provides a new and facile approach to monoester pyrroles from 1,4-diketo-2,3-dicarboxylic acid esters.

N-substituted pyrrole synthesis by Paal-Knorr condensation using recyclable cationic exchange resin in water

(Chemical Equation Presented) Cationic exchange resin has been utilized for the first time as a novel and recyclable heterogeneous catalyst for the synthesis of N-substituted pyrroles from variety of 1,4-diketones and aniline. This simple synthesis has been accomplished with excellent yields. The recovered catalyst can be reused for subsequent runs with only a gradual decrease in activity.

Facile formation of stable crystals with gold-like metallic luster from organic molecules: 1-Aryl-2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrroles

The derivatives of 1-phenyl-2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole (1a) formed crystals with gold-like or bronze-like metallic luster. When a small substituent is located at the para position of the 1-phenyl group, gold-like lustrous crystals were formed. In contrast, the derivatives of 1 having a longer alkyl chain at the para position of the 1-phenyl group gave bronze-like crystals. The gold-like lustrous crystals have a sheet structure. In the sheet, the molecules of 1 are close to each other via the intermolecular interaction of cyano nitrogen with the hydrogen of the nearest thiophene or pyrrole ring, which enables the side-by-side interaction of the cyano group with the nearest thiophene and pyrrole rings. The bronze-like crystals have a lamella structure of the long alkyl chains that is sandwiched by two π-electron walls. In the wall, the 2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole moieties are arranged in a ribbon structure to interact to each other. The relationship of the arrangement of the 2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole moieties with the metallic color of the crystals is discussed.

Synthesis of 2,5-di(2-thienyl)-1H-pyrrole N-linked with conjugated bridges

The Knorr-Paal reaction of 1,4-di(2-thienyl)-1,4-butanedione with anilines to yield N-substituted-2,5-di-(2-thienyl)-1H-pyrroles (SNS derivatives) was tested by using different acid catalysts in toluene and acetic acid. Di-SNS derivatives were also synthesized in toluene at reflux in the presence of propionic acid, these mild conditions giving acceptable yields in a one-step procedure.

A new π-system: 1-aryl-2,5-di(2-thienyl)pyrroles

1-Aryl-2,5-di(2-thienyl)pyrroles and their oligomers have been synthesized as a new π-system. UV-vis absorption spectra, X-ray crystallographic analysis, and cyclic voltammogram showed that the present π-system showed good co-planarity and high ability to