19820-76-9

Upstream product

• 586-98-1 2-Hydroxymethylpyridine 
• 98-59-9 p-toluenesulfonyl chloride 
• 931-19-1 2-methylpyridine N-oxide 
• 1121-60-4 pyridine-2-carbaldehyde 

Downstream Products

• 1161942-86-4 2-[2-(4-chlorophenyl)ethylsulfonylamino]-5-(pyridin-2-ylmethoxy)benzenesulfonamide trifluoroacetate 
• 35854-45-6 2-<(4-Methoxyphenyl)methyl>pyridine 
• 35854-43-4 2-[(2-methoxyphenyl)methyl]pyridine 
• 57756-06-6 2-(cyclohexylmethyl)pyridine 
• 849436-78-8 1-isopropyl-3-(2-methylpyridyl)perimidinium tosylate 

Relevant academic research and scientific papers

Pyridyl-cyclopentadiene Re(CO)2+ complexes as a compact core system for SPECT ligand development

An η1,η5-rhenium complex has been prepared, starting from a CpRe(CO)3 complex substituted with a pendant aromatic amine. This unique complex has potential application as a surrogate for a technetium-99m complex, a common radioisotope for biomedical imaging applications. Chelation occurred via photochemical decarbonylation of the rhenium, which opened a binding site for the aromatic amine.

Copper-catalyzed sp3-sp3 cross-coupling of turbo grignards with benzyl halides

The aromatic ring in benzyl halides and sulfonates imparts unique reactivity at the benzylic carbon atom. Photoredox sp3-sp3 cross-coupling proved ineffective for coupling p-methoxybenzyl chloride (PMBCl), leading to a new strategy for the sp3-sp3 cross-coupling of benzyl halides and sulfonates. This strategy involved LiCl-accelerated synthesis of a Grignard reagent followed by a copper-catalyzed cross-coupling. The conditions worked well for PMBCl due to its exceptional reactivity but other benzyl bromides or sulfonates reacted poorly.

Ion-Pair-Directed Borylation of Aromatic Phosphonium Salts

Control of positional selectivity in C-H activation reactions remains a challenge for synthetic chemists. Noncovalent catalysis has the potential to be a powerful strategy to address this challenge. As a part of our ongoing investigations into the use of ion-pairing interactions in site-selective catalysis, we demonstrate that several classes of aromatic phosphonium salts undergo iridium-catalyzed C-H borylation with a high selectivity for the arene meta position. This is achieved using a bifunctional bipyridine ligand bearing a pendant sulfonate group, which had previously been successful for borylation of aromatic ammonium salts. In this case, the phosphonium salts give a higher meta selectivity than the corresponding ammonium salts. We propose that the high selectivity occurs due to an attractive electrostatic interaction between the substrate and the ligand in the transition state for borylation.

THIOBENZOIMIDAZOLE AS FUNGICIDES

The present invention relates to 2-thiobenzimidazoles of formula (I) which are of use as fungicides.

Metal-free C(sp3)-H bond sulfonyloxylation of 2-alkylpyridines and alkylnitrones

Pyridin-2-ylmethyl tosylate derivatives are obtained in high yields from 2-alkylpyridine 1-oxides via a [3,3]-sigmatropic rearrangement of the adduct between 2-alkylpridine 1-oxides with benzenesulfonyl chlorides. Moreover, alkylnitrones also undergo [3,3]-sigmatropic rearrangement to give α-tosylated ketones after hydrolysis. Substitution reactions with nucleophiles then lead to diverse useful functionalizations for the synthesis of pincer ligands.

Ion Pair-Directed Regiocontrol in Transition-Metal Catalysis: A Meta-Selective C-H Borylation of Aromatic Quaternary Ammonium Salts

The use of noncovalent interactions to direct transition-metal catalysis is a potentially powerful yet relatively underexplored strategy, with most investigations thus far focusing on using hydrogen bonds as the controlling element. We have developed an ion pair-directed approach to controlling regioselectivity in the iridium-catalyzed borylation of two classes of aromatic quaternary ammonium salts, leading to versatile meta-borylated products. By examining a range of substituted substrates, this provides complex, functionalized aromatic scaffolds amenable to rapid diversification and more broadly demonstrates the viability of ion-pairing for control of regiochemistry in transition-metal catalysis.

Copper-chelating azides for efficient click conjugation reactions in complex media

The concept of chelation-assisted copper catalysis was employed for the development of new azides that display unprecedented reactivity in the copper(I)-catalyzed azide-alkyne [3+2] cycloaddition (CuAAC) reaction. Azides that bear strong copper-chelating moieties were synthesized; these functional groups allow the formation of azide copper complexes that react almost instantaneously with alkynes under diluted conditions. Efficient ligation occurred at low concentration and in complex media with only one equivalent of copper, which improves the biocompatibility of the CuAAC reaction. Furthermore, such a click reaction allowed the localization of a bioactive compound inside living cells by fluorescence measurements. Chelating azides were designed to form clickable copper complexes for efficient ligation with alkynes in complex biological media. Among a series of azides that bear nitrogen heterocycles, a bis(triazole) azide allowed ultra-fast click reactions with alkynes within seconds under diluted conditions. The reactivity and stability of this copper complex enabled efficient click reactions inside living cells.

Bis-(Sulfonylamino) Derivatives in Therapy 205

The invention provides compounds of formula (I) wherein R1, R3, L1, L2, G1, G2, A and m are as defined in the specification and optical isomers, racemates and tautomers thereof, and pharmac