5395-24-4

Usage

Chemical compound

2,3-dihydro-1H-benzo[f]thiochromene is a chemical compound with a unique aromatic structure.

Benzothiochromene family

It is a member of the benzothiochromene family, which is characterized by a central benzene ring fused to a thiophene ring.

Bicyclic structure

The compound has a bicyclic structure containing both a sulfur atom and an oxygen atom.

Precursor in synthesis

2,3-dihydro-1H-benzo[f]thiochromene is often used as a precursor in the synthesis of various organic molecules.

Aromatic nature

The compound has an aromatic nature, which contributes to its stability and reactivity in chemical reactions.

Presence of heteroatoms

The presence of sulfur and oxygen atoms in the structure makes 2,3-dihydro-1H-benzo[f]thiochromene a valuable structural motif.

Pharmaceutical development

Its aromatic nature and the presence of heteroatoms make it useful for the development of new pharmaceuticals and materials.

Potential biological activities

The compound has attracted interest for its potential biological activities, making it a subject of research in drug discovery.

Scaffold for drug design

2,3-dihydro-1H-benzo[f]thiochromene can act as a scaffold for the design of new drugs, providing a foundation for the development of novel therapeutic agents.

Upstream product

• 91-60-1 2-Naphthalenethiol 
• 504-63-2 trimethyleneglycol 
• 5586-15-2 bis(2-naphthyl)disulfide 
• 1206536-13-1 2-[(3-methylsulfonyloxy)thiopropoxy]naphthalene 
• 3528-20-9 2,3-dihydro-1H-naphtho<2,1-b>thiopyran-1-one 

Downstream Products

• 5324-59-4 2,3-dihydro-1H-benzo[f]thiochromene-4,4-dioxide 

Relevant academic research and scientific papers

Direct Access to S-Heterocycles by Scandium(III) Triflate Catalyzed Cyclization of Aromatic Thiols and Diols

A simple and environmentally friendly method to prepare S-heterocycles by cyclization of aromatic thiols and diols with H2O as a byproduct is described. The Sc(OTf)3-catalyzed dehydrative cyclizations of aromatic thiols and diols provided the corresponding thiopyran and thiophene derivatives. Control experiments were also performed to obtain insights into the reaction pathway.

Facile ring-closure cyclization of arenes by nucleophilic C-alkylation reaction in ionic liquid

A novel synthetic method using an ionic liquid (IL) for a six-membered ring-closure cyclization is described. The ring-closure cyclization by nucleophilic C-alkylation was achieved with various halo- and alkanesulfonyloxyalkyl aromatic compounds in high yields with minimal byproducts using ILs as the reaction media in the absence of any catalyst. For example, the cyclization of 2-(3-methanesulfonyloxy-propoxy)naphthalene (1a) to 2,3-dihydro-1H-naphtho[2,1-b]pyran (2) in IL [bmim][PF6] proceeded selectively at 150 °C for 24 h in 85% yield.

An effective synthesis of fused cyclic thiopyrans and pyrans by molybdenum(VI) sulfide catalyzed reduction of the corresponding thiopyranones and pyranones

The synthesis of fused cyclic dihydrothiopyrans 2a-c from dihydrothiopyranones 1a-c and thiopyrans 2d-f from thiopyranones 1d-f by catalytic reduction over molybdenum(VI) sulfide (MoS3) has been studied. The hydrogenolysis of the carbonyl group of 1a-f over MoS3 catalyst proceeded selectively to give the corresponding 2a-f in high yields. Neither alcohols nor olefins were not detected in the products. The method was also applied successfully to the synthesis of dihydropyran 2h and pyran 2g from dihydropyranone 1h and pyranone 1g.