103590-74-5Relevant articles and documents
Efficient and Regioselective Conversion of Epoxides into Vicinal Chloroesters with TiCl4 and Imidazole in Ethyl Acetate
Iranpoor,Zeynizadeh
, p. 582 - 583 (1998)
Epoxides can be cleaved easily in EtOAc with TiCl4 in the presence of imidazole to afford β-chloroesters with excellent yields and regioselectivity.
Preparation and characterization of magnetically separable MgFe2O4/Mg(OH)2 nanocomposite as an efficient heterogeneous catalyst for regioselective one-pot synthesis of β-chloroacetates from epoxides
Hassanzadeh, Shadi,Eisavi, Ronak,Abbasian, Mojtaba
, (2018/09/06)
Magnetically separable MgFe2O4/Mg(OH)2 nanoparticles were fabricated and characterized using various techniques. These nanoparticles were used as a new catalyst for regioselective one-pot synthesis of β-chloroacetates from epoxides in the presence of NiCl2?6H2O and acetic anhydride. All reactions were carried out in ethanol at room temperature within 22–80?min giving the β-chloroacetates in high to excellent yields. The nanocatalyst was easily separated using an external magnet and reused several times without any significant loss of efficiency or magnetic property.
Silver-catalyzed decarboxylative chlorination of aliphatic carboxylic acids
Wang, Zhentao,Zhu, Lin,Yin, Feng,Su, Zhongquan,Li, Zhaodong,Li, Chaozhong
experimental part, p. 4258 - 4263 (2012/04/10)
Decarboxylative halogenation of carboxylic acids, the Hunsdiecker reaction, is one of the fundamental functional group transformations in organic chemistry. As the initial method requires the preparations of strictly anhydrous silver carboxylates, several modifications have been developed to simplify the procedures. However, these methods suffer from the use of highly toxic reagents, harsh reaction conditions, or limited scope of application. In addition, none is catalytic for aliphatic carboxylic acids. In this Article, we report the first catalytic Hunsdiecker reaction of aliphatic carboxylic acids. Thus, with the catalysis of Ag(Phen)2OTf, the reactions of carboxylic acids with t-butyl hypochlorite afforded the corresponding chlorodecarboxylation products in high yields under mild conditions. This method is not only efficient and general, but also chemoselective. Moreover, it exhibits remarkable functional group compatibility, making it of more practical value in organic synthesis. The mechanism of single electron transfer followed by chlorine atom transfer is proposed for the catalytic chlorodecarboxylation.