55164-43-7Relevant articles and documents
Reaction Pathways for the Cyclization of ortho-Thioalkyl and ortho-Thioaryl Substituted Phenyl Radicals with Alkynes. Reaction of o-Methylthioarenediazonium Tetrafluoroborates with Alkynes to give 2-Substituted Benzothiophenes
Leardini, Rino,Pedulli, Gian Franco,Tundo, Antonio,Zanardi, Giuseppe
, p. 1390 - 1391 (1985)
An easily effected aromatic annelation is described involving reaction of o-thioalkyl and o-thioaryl substituted phenyl radicals with alkynes to give 2-substituted benzothiophenes; the mechanism is discussed.
Nickel-catalyzed and Li-mediated regiospecific C-H arylation of benzothiophenes
Canivet, Jér?me,Grousset, Léonie,Hisler, Ga?lle,Mohr, Yorck,Quadrelli, Elsje Alessandra,Roux, Yoann,Wisser, Florian M.
, p. 3155 - 3161 (2020/06/19)
A nickel-based catalytic system for the regiospecific C2-H arylation of benzothiophene has been established. NiCl2(bpy) is used as a catalyst in combination with LiHMDS as a base in dioxane. The catalytic system is applicable to a variety of functionalized benzothiophenes, as well as other heteroarenes including thiophene, benzodithiophene, benzofuran and selenophene in combination with iodo aryl electrophiles. The role of LiHMDS as a uniquely potent base and a postulated mechanism are discussed. The applicability of this system is finally demonstrated for the synthesis of an intermediate of an active pharmaceutical ingredient.
Method for synthesizing benzothiophene derivatives from dihaloarene under microwave irradiation under catalysis of copper
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Paragraph 0030; 0031, (2018/09/08)
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.
