3139-30-8

Upstream product

• 636-72-6 2-thiophenemethanol 
• 106-49-0 p-toluidine 
• 98-03-3 thiophene-2-carbaldehyde 

Downstream Products

• 50971-34-1 2-(thiophen-2-yl)-6-methylquinoline 
• 182358-33-4 3-Methyl-5-(phenyl-hydrazonomethyl)-6-(thiophen-2-ylmethyl-p-tolyl-amino)-1H-pyrimidine-2,4-dione 
• 36226-14-9 5,7-dimethyl-1-phenyl-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione 
• 182358-15-2 3-Methyl-2,4-dioxo-6-(thiophen-2-ylmethyl-p-tolyl-amino)-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 
• 116360-56-6 1,3-Dimethyl-2,4-dioxo-6-(thiophen-2-ylmethyl-p-tolyl-amino)-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 

Relevant academic research and scientific papers

Five-Coordinate Low-Spin {FeNO}7 PNP Pincer Complexes

The synthesis and characterization of air-stable cationic mono nitrosonium Fe(I) PNP pincer complexes of the type [Fe(PNP)(NO)Cl]+ are described. These complexes are obtained via direct nitroslyation of [Fe(PNP)Cl2] with nitric oxide at ambient pressure. On the basis of magnetic and EPR measurements as well as DFT calculations, these compounds were found to adopt a low-spin d7 configuration and feature a nearly linear bound NO ligand suggesting FeINO+ rather than FeIINO? character. X-ray structures of all nitrosonium Fe(I) PNP complexes are presented. Preliminary investigations reveal that [Fe(PNPNH-iPr)(NO)(Cl)]+ efficiently catalyzes the conversion of primary alcohols and aromatic and benzylic amines to yield mono N-alkylated amines in good isolated yields.

Air Stable Iron(II) PNP Pincer Complexes as Efficient Catalysts for the Selective Alkylation of Amines with Alcohols

A series of well-defined iron(II) complexes of the types [Fe(PNP)Br2] and [Fe(PNP)(CO)Br2] with PNP pincer ligands based on triazine and pyridine backbones were prepared and fully characterized. These complexes were tested as catalysts for the alkylation of amines by alcohols. The high-spin complexes [Fe(PNP)Br2] are catalytically inactive. The low-spin complexes [Fe(PNP)(CO)Br2] bearing a carbonyl co-ligand efficiently and selectively convert primary alcohols and aromatic and benzylic amines selectively into mono-N-alkylated amines in good to excellent isolated yields. A mechanistic proposal is given. (Figure presented.).

Divergent Coupling of Alcohols and Amines Catalyzed by Isoelectronic Hydride MnIand FeIIPNP Pincer Complexes

Herein, we describe an efficient coupling of alcohols and amines catalyzed by well-defined isoelectronic hydride MnIand FeIIcomplexes, which are stabilized by a PNP ligand based on the 2,6-diaminopyridine scaffold. This reaction is an environmentally benign process implementing inexpensive, earth-abundant non-precious metal catalysts, and is based on the acceptorless alcohol dehydrogenation concept. A range of alcohols and amines including both aromatic and aliphatic substrates were efficiently converted in good to excellent isolated yields. Although in the case of Mn selectively imines were obtained, with Fe—exclusively monoalkylated amines were formed. These reactions proceed under base-free conditions and required the addition of molecular sieves.

Co(II) PCP Pincer Complexes as Catalysts for the Alkylation of Aromatic Amines with Primary Alcohols

Efficient alkylations of amines by alcohols catalyzed by well-defined Co(II) complexes are described that are stabilized by a PCP ligand (N,N′-bis(diisopropylphosphino)-N,N′-dimethyl-1,3-diaminobenzene) based on the 1,3-diaminobenzene scaffold. This reaction is an environmentally benign process implementing inexpensive, earth-abundant nonprecious metal catalysts and is based on the acceptorless alcohol dehydrogenation concept. A range of primary alcohols and aromatic amines were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields.

Ethynyl ketene-S,S-acetals: The highly reactive electron-rich dienophiles and applications in the synthesis of 4-functionalized quinolines via a one-pot three-component reaction

(Chemical Equation Presented) An efficient synthetic method for 4-functionalized quinoline derivatives, 4-((1,3-dithian-2-ylidene)methyl) quinolines, has been developed. Mediated by trifluoromethanesulfonic acid, ethynyl ketene-S,S-acetals can react in a one-pot procedure with various arylamines and aldehydes under mild conditions to give the corresponding quinoline derivatives in good to high yields via a consecutive arylimine formation, regiospecific aza-Diels-Alder (Povarov) reaction, and reductive amination.

Structure-activity relationship study of homoallylamines and related derivatives acting as antifungal agents

The synthesis, in vitro evaluation, and structure-activity relationship studies of homoallylamines and related derivatives acting as antifungal agents are reported. Among them, compounds N-(4-bromophenyl)-N-(2-furylmethyl)amine and N-(4-chlorophenyl)-N-(2