82961-58-8Relevant academic research and scientific papers
Copper-Catalyzed Three-Component Coupling Reaction of Aryl Iodides, a Disilathiane, and Alkyl Benzoates Leading to a One-Pot Synthesis of Alkyl Aryl Sulfides
Sakai, Norio,Maeda, Hiromu,Ogiwara, Yohei
, p. 2323 - 2330 (2019/05/24)
A copper-catalyzed three-component coupling reaction of aryl iodides, hexamethyldisilathiane and alkyl benzoates leading to alkyl aryl sulfides has been demonstrated. A disilathiane acted as both a sulfur source and a promoter of the sulfidation, and the alkyl moiety of the alkyl benzoate was effectively introduced on one side of the sulfide. Moreover, we found that the protocol can be expanded to the preparation of ethyl phenyl selenide with diphenyl diselenide.
SELECTIVE CLEAVAGE OF THE CARBON-SULPHUR AND CARBON-OXYGEN BONDS IN METHOXYTHIOANISOLES
Testaferri, L.,Tiecco, M.,Tingoli, M.,Chianelli, D.,Maiolo, F.
, p. 2721 - 2724 (2007/10/02)
Selective cleavage of thioether or ether functions in methoxythioanisoles in hexamehtylphosphoramide (HMPA) with sodium gives methoxythiophenols by cleavage of the carbon-sulphur bond.Reactions with sodium isopropanethiolate give instead the thiomethoxyphenols by dealkylation of the methoxy function.When the methoxythioanisoles were treated first with sodium isopropanethiolate and then with sodium complete dealkylation was achieved with formation of mercaptophenols.The present methods have considerable advantages over existing procedures for the synthesis of methoxythiophenols, thiomethoxyphenols and mercaptophenols.The mechanistic implications of the reactions investigated are also discussed.
