16003-14-8

Basic information

• Product Name: Furan, 2-(phenylthio)-
• CAS NO: 16003-14-8
• Molecular Formula: C10H8OS
• Molecular Weight: 176.239
• Mol File: 16003-14-8.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: Furan, 2-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, 2-(phenylthio)-(16003-14-8)
• EPA Substance Registry System: Furan, 2-(phenylthio)-(16003-14-8)

Safety Data

• Hazardous Substances Data: 16003-14-8(Hazardous Substances Data)

Upstream product

• 585-70-6 5-bromo-furan-2-carboxylic acid 
• 1192-40-1 copper(I) thiophenolate 
• 110-00-9 furan 
• 110228-59-6 N-methyl-4-nitro-N-(phenylthio)benzenamine 
• 332-77-4 2,5-dihydro-2,5-dimethoxyfuran 
• 108-98-5 thiophenol 
• 584-12-3 2-bromofuran 
• 166964-27-8 5-phenylthiofuran-2-sulfonyl chloride 
• 13331-23-2 fur-2-ylboronic acid 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 98-00-0 (2-furyl)methyl alcohol 
• 882-33-7 diphenyldisulfane 
• 98-01-1 furfural 
• 17357-38-9 S-phenyl furan-2-carbothioate 

Downstream Products

• 18241-58-2 1-phenylsulfanyl-7-oxa-norborn-5-ene-2,3-dicarboxylic acid-anhydride 
• 98946-46-4 2-phenylsulphonylfuran 
• 220326-42-1 α-methyl-(5-phenylthio)-2-furfuryl propargyl ether 
• 220326-43-2 α,α-dimethyl-(5-phenylthio)-2-furfuryl propargyl ether 
• 675827-58-4 (5-(phenylthio)furan-2-yl)methanol 
• 790715-13-8 3-allyl-2-(phenylthio)furan 
• 166964-27-8 5-phenylthiofuran-2-sulfonyl chloride 

Relevant articles and documents

2-Methoxy-5-alkoxy-2,5-dihydrofurans: New useful polyfunctionalized C4 building blocks

The first one step synthesis of 2-methoxy-5-alkoxy-2,5-dihydrofurans (2a-i) is reported by reacting the commercially available 2,5-dimethoxy derivative (1) with alcohols. Unexpectedly the use of thiophenol and of cis- 2,4-but-2-enediol leads to 2-furyl phenyl thioether (4) and cis-2-propenal- 1,3-dioxep-5-ene (5), respectively.

Rh(I)-Catalyzed Intramolecular Decarbonylation of Thioesters

Decarbonylative synthesis of thioethers from thioesters proceeds in the presence of a catalytic amount of [Rh(cod)Cl]2 (2 mol %). The protocol represents the first Rh-catalyzed decarbonylative thioetherification of thioesters to yield valuable thioethers. Notable features include the absence of phosphine ligands, inorganic bases, and other additives and excellent group tolerance to aryl chlorides and bromides that are problematic using other metals to promote decarbonylation. Gram scale synthesis, late-stage pharmaceutical derivatization, and orthogonal site-selective cross-couplings by C-S/C-Br cleavage are reported.

Metal-free C-H thioarylation of arenes using sulfoxides: A direct, general diaryl sulfide synthesis

Metal-free C-H thioarylation of arenes and heteroarenes using methyl sulfoxides constitutes a general protocol for the synthesis of high value diaryl sulfides. The coupling of arenes and heteroarenes with in situ activated sulfoxides is regioselective, uses readily available starting materials, is operationally simple, and tolerates a wide range of functional groups.