Miyazaki, Takahiro; Kasai, Shinsei; Ogiwara, Yohei; Sakai, Norio published an article in 2016, the title of the article was Indium-Catalyzed Reductive Sulfidation of Esters by Using Thiols: An Approach to the Diverse Synthesis of Sulfides.Category: ethers-buliding-blocks And the article contains the following content:
A new reductive preparation of unsym. sulfides (i.e., thioethers) from esters and thiols in the presence of InI3 and either 1,1,3,3-tetramethyldisiloxane (TMDS) or PhSiH3 as the reductant was developed. This protocol was applied to not only benzoic acid esters that have a methoxy, Me, chloro, bromo, iodo, or trifluoromethyl group on the aromatic ring but also aliphatic acid esters with either aromatic or aliphatic thiols. A reaction mechanism is proposed by using Hammett plot results and several control experiments The synthesis of the target compounds was achieved using indium iodide (InI3) or indium bromide (InBr3) as catalysts. Starting materials included benzoic acid Me ester derivatives, benzenepropanoic acid 4-chlorophenyl ester, benzenepropanoic acid Ph ester, 1-naphthalenepropanoic acid Ph ester, benzeneacetic acid Me ester derivatives Thiol reactants included benzenethiol derivatives, benzenemethanethiol, 1-octanethiol. The title compounds thus formed included thioethers (sulfides), such as 1-methyl-4-[(phenylmethyl)thio]benzene, [2-(octylthio)ethyl]benzene, 1-methyl-4-[(3-phenylpropyl)thio]benzene. 2-[3-(Octylthio)propyl]phenol was formed from octanethiol and 3,4-dihydro-2H-1-benzopyran-2-one (i.e., hydrocoumarin). The experimental process involved the reaction of Benzyl(4-bromophenyl)sulfane(cas: 53136-21-3).Category: ethers-buliding-blocks
The Article related to sulfide thioether preparation, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Ethers, Sulfides, and The Corresponding Onium Compounds and other aspects.Category: ethers-buliding-blocks
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem