270929-89-0

Upstream product

• 119072-55-8 tert-butylisonitrile 
• 5335-87-5 4,4'-dimethoxyphenyl disulfide 
• 536-74-3 phenylacetylene 
• 696-63-9 4-Methoxybenzenethiol 
• 100-47-0 benzonitrile 
• 91906-21-7 4-methoxythiophenoxylacetaldehyde dimethyl acetal 
• 20532-30-3 5-methoxybenzothiophene 
• 108-90-7 chlorobenzene 
• 70-11-1 α-bromoacetophenone 
• 476653-31-3 [2-(benzotriazol-1-ylmethylsulfanyl)-5-methoxyphenyl](phenyl)methanone 
• 163445-43-0 (5-methoxy-2-sulfanylphenyl)(phenyl)methanone 

Relevant academic research and scientific papers

Completely regioselective direct C-H functionalization of benzo[b]thiophenes using a simple heterogeneous catalyst

The first completely selective C3 C-H arylation of benzo[b]thiophenes is reported, demonstrating previously unexploited reactivity of palladium. Benzo[b]thiophenes are coupled with readily available aryl chlorides using a ligand-free, dual catalytic system of heterogeneous Pd/C and CuCl. The reaction is operationally simple and insensitive to air and moisture, and it provides valuable products with complete selectivity. Significant investigations into the nature of the active catalytic species and mechanistic considerations are discussed.

Novel synthesis of o-naphthothiophenequinone derivatives via regioselective Diels-Alder reaction

A novel procedure to construct o-naphthothiophenequinones has been achieved from readily available o-benzothiophenquinones and N-dienes via Diels-Alder reaction-aromatization sequence as key steps. The absolute regioselectivity was established via Diels-A

Novel syntheses of 2,3-disubstituted benzothiophenes

The sodium salts of o-sulfanylphenyl ketones 3a-g were treated with α-benzotriazol-1-ylalkyl chlorides 4a,b to give intermediates 5a-k in good yields. Compounds 5a-k, on treatment successively with LDA and Ti (0), gave benzothiophenes 7a-k.

Radical Addition to Isonitriles: A Route to Polyfunctionalized Alkenes through a Novel Three-Component Radical Cascade Reaction

The reaction of aromatic disulfides, alkynes, and isonitriles under photolytic conditions affords polyfunctionalized alkenes - β-arylthio-substituted acrylamides or acrylonitriles - in fair yields through a novel three-component radical cascade reaction. The procedure entails addition of a sulfanyl radical to the alkyne followed by attack of the resulting vinyl radical to the isonitrile. A fast reaction, e.g., scavenging by a nitro derivative or β-fragmentation, is necessary in order to trap the final imidoyl radical, since addition of vinyl radicals to isonitriles seems to be a reversible process. The stereochemistry of the reaction is discussed, particularly with respect to the stereochemical outcome of related hydrogen abstraction reactions by the same vinyl radicals. The lower or even inverted preference for either geometrical isomer observed in our cases with respect to that encountered in hydrogen abstraction reactions is explained in terms of transition-state interactions and/or isomerization of the final imidoyl radical. The latter possibility is supported by semiempirical calculations, which show that the spin distribution in the imidoyl radical can allow rotation of the adjacent carbon - carbon double bond prior to β-fragmentation.

Benzo[b]thiophenes

Novel benzo[b]thiophenes, compositions containing same, process for the preparation thereof and methods of reducing blood pressure and producing diuresis by administration of the compounds and compositions are disclosed.