15774-82-0

Usage

Synthesis Reference(s)

Tetrahedron, 30, p. 2565, 1974 DOI: 10.1016/S0040-4020(01)97133-9

InChI:InChI=1/C14H12S/c1-10-6-7-14-12(8-10)9-11-4-2-3-5-13(11)15-14/h2-8H,9H2,1H3

Upstream product

• 147-93-3 Thiosalicylic acid 
• 108-88-3 toluene 
• 106-45-6 para-thiocresol 
• 17333-86-7 o-Carboxybenzenediazonium 
• 119-80-2 2,2'-dithiobenzoic acid 
• 88-65-3 2-bromobenzoic-acid 
• 527-89-9 dithiosalicylic acid 
• 86-39-5 2-Chlorothioxanthone 
• 149-73-5 trimethyl orthoformate 
• 446-52-6 2-Fluorobenzaldehyde 
• 62351-50-2 o-formylphenyl (p-tolyl) sulfide 
• 118-91-2 ortho-chlorobenzoic acid 
• 106-38-7 para-bromotoluene 
• 61485-96-9 2-(4'-methylphenylsulfanyl)benzoyl chloride 

Downstream Products

• 152810-96-3 N-(2-Methyl-9H-thioxanthen-9-yl) benzyl carbamate 
• 23117-71-7 2-bromomethyl-9H-thioxanthene-9-one 

Relevant academic research and scientific papers

Catalyst-Controlled Stereoselective Barton–Kellogg Olefination

Overcrowded alkenes are expeditiously prepared by the versatile Barton–Kellogg olefination and have remarkable applications as functional molecules owing to their unique stereochemical features. The induced stereodynamics thereby enable the controlled motion of molecular switches and motors, while the high configurational stability prevents undesired isomeric scrambling. Bistricyclic aromatic enes are prototypical overcrowded alkenes with outstanding stereochemical properties, but their stereocontrolled preparation was thus far only feasible in stereospecific reactions and with chiral auxiliaries. Herein we report that direct catalyst control is achieved by a stereoselective Barton–Kellogg olefination with enantio- and diastereocontrol for various bistricyclic aromatic enes. Using Rh2(S-PTAD)4 as catalyst, several diazo compounds were selectively coupled with a thioketone to give one of the four anti-folded overcrowded alkene stereoisomers upon reduction. Complete stereodivergence was reached by catalyst control in combination with distinct thiirane reductions to provide all four stereoisomers with e.r. values of up to 99:1. We envision that this strategy will enable the synthesis of topologically unique overcrowded alkenes for functional materials, catalysis, energy- and electron transfer, and bioactive compounds.

Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source

Methylation of organohalides represents a valuable transformation, but typically requires harsh reaction conditions or reagents. We report a radical approach for the methylation of (hetero)aryl chlorides using nickel/photoredox catalysis wherein trimethyl orthoformate, a common laboratory solvent, serves as a methyl source. This method permits methylation of (hetero)aryl chlorides and acyl chlorides at an early and late stage with broad functional group compatibility. Mechanistic investigations indicate that trimethyl orthoformate serves as a source of methyl radical via β-scission from a tertiary radical generated upon chlorine-mediated hydrogen atom transfer.

PHOTOBASE GENERATOR

Provided are a photobase generator having higher sensitivity to light than do conventional photobase generators, and a photosensitive resin composition containing the photobase generator. The present invention is a photobase generator characterized in containing a salt represented by general formula (1). (In formula (1), R 1 -R 4 are mutually independent groups represented by general formula (2), C1-18 alkyl groups, or Ar, with at least one being a group represented by general formula (2); in formula (2), (D) is a divalent group bonded on at least one side to elemental boron, and Ar 1 is the same as the aforementioned Ar; and Q + is a monovalent onium cation.) €?€?€?€?€?€?€?€?-(D)-Ar 1 €?€?€?€?€?(2)

PHOTOSENSITIVE COMPOSITION

The present invention refers to attenuation or light irradiated number colored masking a substance such as a high-density film transmitting thick presence the nozzles less even in a case of a low energy dose curable a photosensitive composition and gives a cured article is defined to be in the, these compositions comprise photosensitive of the present invention (1) ～ (4) as disclosed is a photosensitive composition containing, radical disclosure number (A), number (C) base generation and number (B) acid generator at least 1 by the irradiation of the light active dog generates active species (H), (H) active species thereof disclosure number (A) radical is, number (B) acid generator or base generation number (C) reacts with the new active species (I) the registrant produces new active species by polymeric material (I) is performed by polymerization of (D), (I) or (H) active species thereof acid or base is characterized in that; (1) radical disclosure number (A) (2) acid generator or base generation number (C) number (B) (3) polymeric material (D) (4) number (E) colored, metal oxide powder (F) or metal powder (G).

Metal-free oxidative coupling: Xanthone formation via direct annulation of 2-aryloxybenzaldehyde using tetrabutylammonium bromide as a promoter in aqueous medium

A metal-free intramolecular annulation of 2-aryloxybenzaldehydes to xanthones is disclosed, which proceeds through the direct oxidative coupling of an aldehyde C-H bond and aromatic C-H bonds using tetrabutylammonium bromide (TBAB) as a promoter in aqueous medium. This strategy works smoothly in the presence of both electron-donating and electron-withdrawing groups, and displays good tolerance towards catalytically reactive substituents, thus promising further functionalizations of xanthone products.

Photobase generator

The object of the present invention is to provide a photobase generator capable of efficiently generating amines (tertiary amines and amidine) high in catalytic activity by sensing light with a wavelength of from 350 to 500 nm (especially, from 400 to 500 nm). The present invention is a photobase generator characterized in being represented by general formula (1) or (2). Y+ is a quaternary ammonio group of general formula (3) to (5), and X? is a counter anion selected from among a borate anion, a phenolate anion, and a carboxylate anion.

Microwave-assisted, Yb(OTf)3/TfOH cocatalyzed synthesis of xanthones and thioxanthones by intramolecular friedel-crafts reaction under solvent-free conditions

An efficient method for the synthesis of biologically interesting xanthones and thioxanthones was achieved using Yb(OTf)3/TfOH as co-catalysts by a microwave radiation-mediated reaction. Both electron-rich and electron-poor substrates could be cyclized in good yields.

ARYL SULFONAMIDE DERIVATIVES AND METHODS OF THEIR USE

Compounds of formula (I) and pharmaceutically acceptable salt thereof, which are modulators of secreted frizzled related protein-1, are disclosed. The compounds, and compositions containing the compounds, can be used to treat various diseases and disorders, including osteoporosis, arthritis, chronic obstructive pulmonary disease, cartilage defects, bone fractures, leiomyoma, acute myeloid leukemia, wound healing, prostate cancer, autoimmune inflammatory disorders, such as Graves ophthalmopathy, and combinations thereof.

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.