92014-00-1

Upstream product

• 536-74-3 phenylacetylene 
• 29690-21-9 4-chloro-2-methylthiobenzenamine 
• 98-91-9 thiobenzoic acid 
• 1451164-59-2 Br^(1-)*C₂₅H₂₀ClIP⁽¹⁺⁾ 
• 106-47-8 4-chloro-aniline 
• 95-24-9 6-chloro-2-aminobenzothiazole 
• 1262543-88-3 2-bromo-4-chloro-1-(phenylethynyl)benzene 
• 23644-01-1 6-chloro-1,2,3-benzothiadiazole 

Relevant academic research and scientific papers

Method for synthesizing benzothiophene derivative by catalysis of dihalogenated aromatics by copper

The invention discloses a method for synthesizing a benzothiophene derivative by catalysis of dihalogenated aromatics by copper. According to the invention, a catalyst cuprous iodide with a catalysisamount, a ligand 8-hydroxyquinoline, an auxiliary catalyst cesium carbonate and 1-bromine-2-iodobenzene or its derivative, sulfur powder, and phenylacetylene or its derivative are added in a flask andsubjected to a reaction in pure water at certain temperature, after a certain time, vacuum concentration is carried out, and a product is purified through column chromatography. The method has the advantages of novel raw material and simple operation, and can be used for efficiently preparing the benzothiophene derivative. Compared with the prior art, the method has the advantages of mild reaction condition, simple operation, high yield, safety, low cost, and environmental protection.

Method for synthesizing benzothiophene derivatives from dihaloarene under microwave irradiation under catalysis of copper

The invention discloses a method for synthesizing benzothiophene derivatives from dihaloarene under microwave irradiation under the catalysis of copper. The method comprises the following steps: adding a catalytic amount of a catalyst copper chloride, a ligand 1,10-phenanthroline (1,10-Phen), a cocatalyst potassium hydroxide, 1-bromo-2-iodobenzene and its derivatives, KSCN (potassium thiocyanate),phenylacetylene and pure water, performing a reaction in a microwave reactor at a certain temperature under a certain power for a certain time, performing reduced pressure concentrating, and performing column chromatography purification on the obtained product. The method disclosed in the invention is a method having novel raw materials, being simple to operate and used for efficiently preparingthe benzothiophene derivatives. Compared with the prior art, the method has an obvious faster reaction speed than convectional heating, and has the advantages of mild reaction conditions, simplicity in operation, high yield, safety, low cost and environmental protection.

Synthesis of 2-substituted benzo[b]thiophene via a Pd-catalyzed coupling of 2-iodothiophenol with phenylacetylene

A Pd(ii)-catalyzed Sonogashira type cross-coupling reaction between 2-iodothiophenol and phenylacetylene has been developed. A series of 2-substituted benzo[b]thiophenes were obtained in moderate to good yield (up to 87%). The application of this method was demonstrated by the synthesis of 2-(4-(tert-butyl)phenyl)benzo[b]thiophene 1,1-dioxide and (4-methoxyphenyl)(2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)methanone, which exhibit a fluorescence quantum yield of up to 1 and can be used as a cannabinoid receptor ligand, respectively.

A benzothiophene compound preparation method and its purification method

The invention discloses a preparation method for benzothiophene compounds. The preparation method comprises the following steps: 1-bromine(chlorine)-2-styrene benzene or derivatives thereof are used as a substrate; a vulcanizer is added into the substrate

Preparation of Benzothiophenes and Benzoselenophenes from Arylamines and Alkynes via Radical Cascade Reactions

An intermolecular radical cascade reaction between readily prepared o-methylthio-arylamines or o-methylselanyl-arylamines and alkynes for the preparation of valuable benzothiophenes or benzoselenophenes is reported. These transformations occur efficiently with complete regioselectivity and the products are obtained in moderate to good yields. The current protocol is successfully applied to the synthesis of the key intermediates of the drug raloxifene and an AT1receptor antagonist.

Copper-catalyzed synthesis of benzo[ b ]thiophenes and benzothiazoles using thiocarboxylic acids as a coupling partner

An efficient copper-catalyzed approach to benzo[b]thiophene and benzothiazole derivatives using thiocarboxylic acids as a sulfur source has been developed. In the presence of CuI and 1,10-phen, and n-Pr3N as the base, (2-iodobenzyl)triphenylphosphonium bromide and (2-iodophenylimino) triphenylphosphorane reacted smoothly with thiocarboxylic acids to give benzo[b]thiophene and benzothiazole derivatives in good yields via sequential Ullmann-type C-S bond coupling and Wittig condensation.

Transition-metal-free method for the synthesis of benzo[b]thiophenes from o -halovinylbenzenes and K2S via direct SNAr-type reaction, cyclization, and dehydrogenation process

A new, highly efficient procedure for the synthesis of benzothiophenes from easily available o-halovinylbenzenes and potassium sulfide has been developed. The reaction tolerated a wide range of functionalities, and various 2-substituted benzo[b]thiophenes

Visible light photocatalytic synthesis of benzothiophenes

The photocatalytic reaction of o-methylthio-arenediazonium salts with alkynes yields substituted benzothiophenes regioselectively through a radical annulation process. Green light irradiation of eosin Y initiates the photoredox catalysis. The scope of the reaction was investigated by using various substituted diazonium salts and different alkynes.

CuI/TMEDA-catalyzed annulation of 2-bromo alkynylbenzenes with Na 2S: Synthesis of benzo[b]thiophenes

A copper-catalyzed thiolation annulation reaction of 2-bromo alkynylbenzenes with sodium sulfide has been developed. In the presence of CuI and TMEDA, a variety of 2-substituted benzo[b]thiophenes were readily prepared in moderate to good yields by the reaction of 2-bromo alkynylbenzenes and Na2S?9H2O.

Reaction of 1,2,3-Benzothiadiazoles with Radicophilic Alkenes and Alkynes in Di-tert-butyl Peroxide.

The reaction of 6-X-1,2,3-benzothiadiazoles (1) with the radicophilic alkenes 1,1-diphenylethylene (2) and 1-cyano-1-(tert-butylthio)ethylene (3) and the alkynes PhCCR (4, R=H or Ph) in di-tert-butyl peroxide (TBP) leads to the cycloadducts 5, 7, and 8.The proposed mechanism involves an initial attack by tert-butoxy radical at the sulfur atom of 1 affording the radical intermediate 9 which is responsible for the formation of all the reaction products.