4521-11-3Relevant academic research and scientific papers
Indium-catalyzed direct conversion of lactones into thiolactones using a disilathiane as a sulfur source
Ogiwara, Yohei,Takano, Ken,Horikawa, Shuhei,Sakai, Norio
, (2018/06/15)
An indium-catalyzed reaction of lactones and a disilathiane leading to thiolactones is described. The direct synthesis of thiolactones from lactones with an appropriate sulfur source is one of the most attractive approaches in organic and pharmaceutical chemistry. In this context, we found an indium-catalyzed direct conversion of lactones into thiolactones in the presence of elemental sulfur and a hydrosilane via formation of the disilathiane in situ. On the basis of the previous reaction, the application utilizing the disilathiane as a sulfur source was performed herein for the efficient synthesis of a variety of thiolactone derivatives from lactones by an indium catalyst.
Indium-Catalyzed Direct Conversion of Lactones into Thiolactones and Selenolactones in the Presence of Elemental Sulfur and Selenium
Sakai, Norio,Horikawa, Shuhei,Ogiwara, Yohei
, p. 565 - 574 (2017/12/26)
The direct conversion of lactones into thiolactones with elemental sulfur (S 8) catalyzed by InCl 3 /PhSiH 3 in a one-pot reaction is described. This catalytic system was successfully applied to the novel preparation of selenolactones from lactones and selenium.
Lewis acid-catalysed isomerisation of thionolactones to thiolactones: inversion of configuration
Filippi, Jean-Jacques,Fernandez, Xavier,Du?ach, Elisabet
, p. 6067 - 6070 (2007/10/03)
Boron trifluoride and indium(III) trifluoromethanesulfonate were found to efficiently catalyse the isomerisation of thionolactones to thiolactones in good yields. When applied to an optically active γ-thionolactone, the isomerisation reaction proceeded with a complete inversion of configuration by using BF3·Et2O.
Solvent-free thionation of γ-lactones under microwave irradiation
Filippi, Jean-Jacques,Fernandez, Xavier,Lizzani-Cuvelier, Louisette,Loiseau, André-Michel
, p. 6647 - 6650 (2007/10/03)
A series of γ-thionolactones was synthesized, with good yields, using a new combination of Lawesson's reagent (LR) and hexamethyldisiloxane (HMDO) in solvent-free conditions under microwave irradiation.
