7432-81-7

Usage

Chemical class

Thioxanthene derivative

Structure

Consists of a thioxanthene ring system with a ketone group at the 12th position

Pharmaceuticals

Potential use in the development of new drugs

Organic synthesis

Used as a building block for the synthesis of other complex organic compounds

Fluorescent properties

Known for its ability to emit light when exposed to specific wavelengths of light

Use in fluorescent dyes

Utilized in the development of dyes and materials for various applications

Semiconducting properties

Potential use in the field of organic electronics and optoelectronics

Cancer therapy

Studied for its potential role in the treatment of cancer

Antimicrobial properties

Investigated for its possible use as an antimicrobial agent
Please note that this list is based on the information provided in the material and may not be exhaustive. Further research and analysis may reveal additional properties and applications of 12H-benzo[a]thioxanthen-12-one.

Upstream product

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• 100-52-7 benzaldehyde 

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.

Formation and Disproportionation of Xanthenols to Xanthenes and Xanthones and Their Use in Synthesis

A facile and versatile strategy employing TiCl4-mediated cyclization followed by a Cannizzaro reaction has been developed for the synthesis of various xanthene derivatives. The reaction proceeded smoothly to afford both xanthenes/xanthones or their sulfur derivatives and tolerated a wide range of electronically diverse substrates. Using this methodology, pranoprofen was synthesized in three steps in 59% overall yield from commercially available starting materials.