43221-62-1

Upstream product

• 82891-94-9 N-(β-hydroxyethyl)-o-bromobenzamide 
• 64648-13-1 S-ethenyl-S-(4-methylphenyl)-N-tosylsulfilimine 
• 527-85-5 o-Methylbenzamid 
• 141-43-5 ethanolamine 
• 933-88-0 ortho-toluoyl chloride 
• 529-20-4 2-methylphenyl aldehyde 
• 161194-91-8 2-Chloro-N-(2-chloro-ethyl)-benzamide 
• 90562-52-0 2-chloro-N-(2-hydroxyethyl)benzamide 
• 529-19-1 2-Methylbenzonitrile 
• 615-37-2 ortho-methylphenyl iodide 
• 119072-55-8 tert-butylisonitrile 
• 7127-19-7 2-phenyl-1,3-oxazoline 
• 75-16-1 methylmagnesium bromide 
• 823-96-1 Trimethylboroxine 

Downstream Products

• 349137-03-7 2-methyl-benzoic acid-(2-bromo-ethylamide) 
• 37568-81-3 3,4-dihydro-3-(4-methoxyphenyl)-1H-2-benzopyran-1-one 
• 890580-57-1 [2'-(4,5-dihydro-1,3-oxazol-2-yl)-3'-methyl-biphenyl-4-yl]-phenyl-methanone 
• 1042719-04-9 C₁₄H₁₃NOS 
• 1042719-06-1 C₁₄H₁₃NO₂ 
• 1042719-05-0 C₁₄H₁₃NOS 
• 1042719-07-2 C₁₅H₁₄N₂O 
• 1021602-78-7 C₂₅H₂₂N₂O₂ 
• 1021602-61-8 C₂₀H₂₀N₂O₂ 
• 1192764-82-1 methyl 3-(2-(4,5-dihydrooxazol-2-yl)-3-methylbenzyl)-4-methoxybenzoate 
• 1192764-81-0 1-(3-(2-(4,5-dihydrooxazol-2-yl)-3-methylbenzyl)-4-methoxyphenyl)ethanone 
• 1192764-79-6 2-(2-methyl-6-(2-methylbenzyl)phenyl)-4,5-dihydrooxazole 

Relevant academic research and scientific papers

Rhodium(III)-Catalyzed Oxidative Cyclization of Oxazolines with Cyclopropanols: Synthesis of Isoindolinones

The synthesis of C3-substituted isoindolin-1-ones from oxazolines and cyclopropanols has been achieved with oxazoline as a bifunctional nucleophilic directing group. The reaction proceeds by the cleavage of three chemical bonds and allows the formation of three new chemical bonds, a C-N bond, a C-C bond, and a C-O bond, in a single step.

Cobalt-catalysed C–H methylation for late-stage drug diversification

The magic methyl effect is well acknowledged in medicinal chemistry, but despite its significance, accessing such analogues via derivatization at a late stage remains a pivotal challenge. In an effort to mitigate this major limitation, we here present a strategy for the cobalt-catalysed late-stage C–H methylation of structurally complex drug molecules. Enabling broad applicability, the transformation relies on a boron-based methyl source and takes advantage of inherently present functional groups to guide the C–H activation. The relative reactivity observed for distinct classes of functionalities were determined and the sensitivity of the transformation towards a panel of common functional motifs was tested under various reaction conditions. Without the need for prefunctionalization or postdeprotection, a diverse array of marketed drug molecules and natural products could be methylated in a predictable manner. Subsequent physicochemical and biological testing confirmed the magnitude with which this seemingly minor structural change can affect important drug properties. [Figure not available: see fulltext.]

Oxazolinyl-Assisted Ru(II)-Catalyzed C-H Allylation with Allyl Alcohols and Synthesis of 4-Methyleneisochroman-1-ones

We report herein a ruthenium-catalyzed, oxazoline-directed strategy for C-H allylation of aryl oxazolines using allylic alcohols as the coupling partner. The present transformation unravels the unusual reactivity of allylic alcohols in the synthesis of 4-

Oxazolinyl-Assisted Ru(II)-Catalyzed C?H Functionalization Based on Carbene Migratory Insertion: A One-Pot Three-Component Cascade Cyclization

A rare, ruthenium-catalyzed, oxazolinlyl assisted C?H functionalization and three-component cascade cyclization for the synthesis of isoquinolinones via a metal-carbene migratory insertion is reported. The transformation is unique since it involves the fo

Manganese-catalyzed directed methylation of C(sp2)-H bonds at 25 °C with high catalytic turnover

We report here a manganese-catalyzed C-H methylation reaction of considerable substrate scope, using MeMgBr, a catalytic amount of MnCl2· 2LiCl, and an organic dihalide oxidant. The reaction features ambient temperature, low catalyst loading, typically 1%, high catalytic turnover reaching 5.9 × 103, and no need for an extraneous ligand and illustrates a unique catalytic use of simple manganese salts for C-H activation, which so far has relied on catalysis by manganese carbonyls.

Highly efficient synthesis of β-nitrate ester carboxamides through the ring-opening of 2-oxazolines

A novel method for the synthesis of β-nitrate ester carboxamides using non-corrosive tert-butyl nitrite (TBN) as the nitro source and easily available oxygen as the oxidant has been developed. Variously substituted 2-oxazolines were efficiently ring-opened to deliver the corresponding products in excellent yields. Notably, this reaction provides fast access to pharmaceuticals such as nicorandil.

Microwave-Assisted Synthesis of 2-Aryl-2-oxazolines, 5,6-Dihydro-4H-1,3-oxazines, and 4,5,6,7-Tetrahydro-1,3-oxazepines

The first general procedure for the synthesis of 5- to 7-membered cyclic iminoethers by microwave-assisted cyclization of ω-amido alcohols promoted by polyphosphoric acid (PPA) esters is presented. 2-Aryl-2-oxazolines and 5,6-dihydro-4H-1,3-oxazines were efficiently prepared using ethyl polyphosphate/CHCl3. Trimethylsilyl polyphosphate in solvent-free conditions allowed for the synthesis of hitherto-unreported 4,5,6,7-tetrahydro-1,3-oxazepines. The method involves good to excellent yields and short reaction times.The reaction mechanism and the role of PPA esters were investigated in a chiral substrate.

A Mild and Regioselective Route to Functionalized Quinazolines

A Rh-catalyzed ortho-amidation cyclocondensation sequence gave a range of 4-aminoquinazolines in high yield. The method features a remarkably mild C(sp2)-H activation step and can be exploited to rapidly access compounds with established biological activity.

Ruthenium(II) 8-quinolinolates: Synthesis, characterization, crystal structure and catalysis in the synthesis of 2-oxazolines

Abstract New octahedral ruthenium(II) complexes (1-4) have been synthesized from the reaction of ruthenium(II) precursors [RuHCl(CO)(EPh3)3] (E = P or As) with the bidentate Schiff base ligands, 2-((2,6-dimethylphenylimino)methyl)quinolin-8-ol (L1) and 2-((2,6-diisopropylphenylimino)methyl)quinolin-8-ol (L2) in ethanol. These complexes have been characterized by elemental analyses, IR, UV-Vis, 1H, 13C and 31P NMR and ESI-Mass spectroscopy. The molecular structure of the complex [RuCl(CO)(PPh3)2(L2)] (2) was determined by single-crystal X-ray diffraction, which reveals a distorted octahedral geometry around ruthenium(II) ion. The catalytic activity of the new complexes was evaluated for the condensation of nitriles with ethanolamine under solvent free conditions. The processes were operative with aromatic and heteroaromatic nitriles and tolerated several substitutional groups. The studies on the effect of substitution over ligands, coligands, reaction time, temperature and catalyst loading were carried out in order to find the best catalyst in this series of complexes and favorable reaction conditions. A probable mechanism for the catalytic condensation of nitrile has also been proposed. The catalyst was recovered and recycled up to five times without significant loss of its activity.

Polynuclear copper(ii) pyrazolate complexes: Temperature-dependent protonolysis reactions, crystal structures and high catalytic activity toward the condensation of nitriles with 2-aminoalcohol

Reaction of Cu(OAc)2·H2O and 1H-pyrazole-3,5-dicarboxylic acid dimethyl ester (Hdcmpz) in MeOH at room temperature afforded one tetranuclear Cu(ii)/pyrazolate complex [{Cu 2(μ-OAc)2}2(μ-dcmpz)2/