Benzo[c]thiophen-1(3H)-one synthesis

7synthesis methods

Product Name:Benzo[c]thiophen-1(3H)-one
CAS Number:1194-57-6
Molecular formula:C8H6OS
Molecular Weight:150.2

87-41-2 Synthesis

87-41-2
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1194-57-6
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Yield: 18%

Reaction Conditions:

with indium(III) triflate;hexamethyldisilathiane in 1,2-dichloro-benzene at 80; for 168 h;Sealed tube;Glovebox;

Steps:

3.2. General Procedure A for the Indium-Catalyzed Conversion of Lactones or Their Derivatives 1 intoThiolactones 2 Using a Disilathiane (In the Case of 1 in Solid State at Room Temperature)
General procedure: To a screw-capped tube, lactone or the derivative 1 (0.50 mmol) was added. The tube was sealedand moved into a glovebox, then In(OTf)3 (2.8 mg, 0.0050 mmol) was added. The tube was sealedagain and removed from the glovebox. 1,2-Dichlorobenzene (0.5 mL) and hexamethyldisilathiane(98.1 mg, 0.550 mmol) were successively added, and after the tube was sealed, the mixture was heatedat 80 °C for 24 h. The resulting mixture was cooled to room temperature and chloroform was added.The mixture was transferred into a round-bottom flask, which was then evaporated under reducedpressure. The crude material was purified by silica gel column chromatography (hexane/EtOAc)followed by gel permeation chromatography (GPC) in some cases.

References:

Ogiwara, Yohei;Takano, Ken;Horikawa, Shuhei;Sakai, Norio [Molecules,2018,vol. 23,# 6,art. no. 1339]