17504-13-1

Upstream product

• 67-56-1 methanol 
• 323-87-5 4-hydroxybiphenyl-3-carboxylic acid 
• 117369-88-7 methyl 3-oxo-6-phenylhept-6-enoate 
• 4068-75-1 methyl 5-iodosalicylate 
• 98-80-6 phenylboronic acid 
• 22717-57-3 methyl 6-hydroxy-m-toluate 
• 1261270-09-0 4-hydroxy-3-(methoxycarbonyl)benzenediazonium tetrafluoroborate 
• 2150-46-1 Methyl 2,5-dihydroxybenzoate 
• 108-86-1 bromobenzene 
• 100-58-3 phenylmagnesium bromide 
• 603-33-8 triphenylbismuthane 
• 80234-04-4 2-phenylacrylaldehyde diethyl acetal 
• 105-45-3 acetoacetic acid methyl ester 
• 64810-21-5 2-Hydroxy-5-phenyl-cyclohex-1-enecarboxylic acid methyl ester 

Downstream Products

• 77526-94-4 4-(2-Oxo-tetrahydro-furan-3-yloxy)-biphenyl-3-carboxylic acid methyl ester 
• 1373438-77-7 4-hydroxy-N'-[(1E)-1-(1H-indol-2-yl)ethylidene]-1,1'-biphenyl-3-carbohydrazide 
• 63906-81-0 4-(2-hydroxy-ethoxy)-biphenyl-3-carboxylic acid methylamide 
• 77527-02-7 C₁₇H₁₂O₄ 
• 77527-33-4 C₁₆H₁₂O₂ 
• 50781-46-9 2-phenyl-9H-xanthen-9-one 
• 867218-37-9 4-{3,5-difluoro-4-(1-methyl-3-phenyl-propylamino)-6-[3-(5-trifluoromethyl-[1,2,4]oxadiazol-3-yl)-phenoxy]-pyridin-2-yloxy}-biphenyl-3-carboxylic acid methyl ester 
• 323-87-5 4-hydroxybiphenyl-3-carboxylic acid 

Relevant academic research and scientific papers

Tuning transthyretin amyloidosis inhibition properties of iododiflunisal by combinatorial engineering of the nonsalicylic ring substitutions

Two series of iododiflunisal and diflunisal analogues have been obtained by using a two step sequential reaction solution-phase parallel synthesis. The synthesis combined an aqueous Suzuki-Miyaura cross-coupling and a mild electrophilic aromatic iodination step using a new polymer-supported iodonium version of Barluengas reagent. From a selected set of 77 noniodinated and 77 iodinated diflunisal analogues, a subset of good transthyretin amyloid inhibitors has been obtained with improved turbidimetry inhibition constants, high binding affinity to transthyretin, and good selectivity for TTR compared to other thyroxine binding proteins.

Enantioselective Lactonization by π-Acid-Catalyzed Allylic Substitution: A Complement to π-Allylmetal Chemistry

Asymmetric allylic alkylation (AAA) is a powerful method for the formation of highly useful, non-racemic allylic compounds. Here we present a complementary enantioselective process that generates allylic lactones via π-acid catalysis. More specifically, a

Iridium(III)-Catalyzed Intermolecular C(sp3)?H Insertion Reaction of Quinoid Carbene: A Radical Mechanism

Described herein is an IrIII/porphyrin-catalyzed intermolecular C(sp3)?H insertion reaction of a quinoid carbene (QC). The reaction was designed by harnessing the hydrogen-atom transfer (HAT) reactivity of a metal-QC species with aliphatic substrates followed by a radical rebound process to afford C?H arylation products. This methodology is efficient for the arylation of activated hydrocarbons such as 1,4-cyclohexadienes (down to 40 min reaction time, up to 99 % yield, up to 1.0 g scale). It features unique regioselectivity, which is mainly governed by steric effects, as the insertion into primary C?H bonds is favored over secondary and/or tertiary C?H bonds in the substituted cyclohexene substrates. Mechanistic studies revealed a radical mechanism for the reaction.

Palladium-Catalyzed Cross-Coupling of Arenediazonium Salts with Organoindium or Organobismuth Reagents

Arylindium and isolated triarylbismuth compounds generated in situ react as nucleophiles with arenediazonium salts in palladium-catalyzed cross-coupling reactions to give substituted biphenyls.

Rhodium(ii)-catalysed generation of cycloprop-1-en-1-yl ketones and their rearrangement to 5-aryl-2-siloxyfurans

Donor-acceptor cyclopropenes formed from enoldiazoketones undergo catalytic rearrangement to 5-aryl-2-siloxyfurans via a novel mechanism that involves a nucleophilic addition of the carbonyl oxygen to the rhodium-activated cyclopropene.

Oxidative [3+3] Annulation of Atropaldehyde Acetals with 1,3-Bisnucleophiles: An Efficient Method of Constructing Six-Membered Aromatic Rings, Including Salicylates and Carbazoles

An oxidative [3+3] annulation of atropaldehyde acetals with various 1,3-bisnucleophiles was developed using either N-bromosuccinimide or copper(II) bromide as oxidizing reagent and Br?nsted or Lewis acids as catalyst. The [3+3] annulations can be considered mechanistically as oxidizing reagent-induced acid-acid-catalyzed domino reactions established through the concept of auto-tandem catalysis. Alkyl acetoacetates, α-(indol-2-yl)acetate, anilines, 1-methyl-1H-pyrazol-3-amine, ethyl 5-amino-1H-pyrazole-3-carboxylate, and 3-amino-1H-indazole can all be used as 1,3-bisnucleophiles in this type of transformation. The established reactions can very efficiently construct six-membered aromatic rings, including salicylates and carbazoles. A four-step method of synthesizing the anti-inflammatory agent diflunisal was also developed based on the oxidative [3+3] annulation reaction, and the yield was high. (Figure presented.).

Suzuki-Miyaura cross coupling reactions with Phenoldiazonium salts

The Suzuki-Miyaura coupling of phenol diazonium salts and aryl trifluoroborates yields 4-hydroxybiaryls in a protecting group-free synthesis. The Royal Society of Chemistry 2011.

Structure-guided design, synthesis, and evaluation of salicylic acid-based inhibitors targeting a selectivity pocket in the active site of human 20α-hydroxysteroid dehydrogenase (AKR1C1)

The first design, synthesis, and evaluation of human 20α- hydroxysteroid dehydrogenase (AKR1C1) inhibitors based on the recently published crystal structure of its ternary complex with inhibitor are reported. While the enzyme-inhibitor interactions observ

Synthesis of xanthones, thioxanthones, and acridones by the coupling of arynes and substituted benzoates

The reaction of silylaryl triflates, CsF, and ortho-heteroatom-substituted benzoates affords a general and efficient way to prepare biologically interesting xanthones, thioxanthones, and acridones. This chemistry presumably proceeds by a tandem intermolecular nucleophilic coupling of the benzoate with an aryne and a subsequent intramolecular electrophilic cyclization.

Mono- and disalicylic acid derivatives: PTP1B inhibitors as potential anti-obesity drugs

A series of compounds containing one or two salicylic acid moieties were synthesized, and their efficacy to inhibit the phosphohydrolase activity of PTP1B examined. Some of the methylenedisalicylic acid derivatives were potent inhibitors of PTP1B. Of those derivatives, 3c exhibited about a 14-fold selectivity against TC-PTP, and this compound was tested in a mouse model for its efficacy to prevent diet-induced obesity. It effectively suppressed the increases in body weight and adipose mass, without any noticeable toxic effect. The compound also prevented increases in the plasma triglyceride, cholesterol, and nonesterified fatty acid concentrations; thus, expanding its therapeutic potential to other related metabolic diseases, such as hyperlipidemia and hypercholesterolemia.